实施例5根据一般方法合成的化合物
TBI-054,5-苯基-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.06-1.08(6H,d,J=6.0Hz,CH(CH 3)2),3.38-3.46(1H,m,J=6.0Hz,CH(CH3)2),5.28(1H,s,CH-C=N),6.48-6.50(1H,d,J=7.5Hz,PhH6),6.85(1H,s,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.29-7.35(3H,m,PhH9,Ph’H2,6),7.62-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.32-8.33(1H,d,J=3.9Hz,PyH4),8.59(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.49,49.28,89.08,99.40,114.16,122.78,123.60,127.64,127.82,128.18,128.79,129.72,131.25,131.74,135.08,135.64,136.96,137.59,143.66,143.92,144.15,150.57,150.96.HRMS(ES1-TOF+):m/z [M+H]+计算值:C26H24N5:406.2031;实测值:406.2041.
TBI-055,5-苯基-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.66(4H,brs,(CH 2 CH2N)2),1.96-2.04(2H,m,CH2 CH 2 N),2.27(3H,s,CH3),2.75-2.79(2H,m,CH2 CH 2 N),3.06-3.10(1H,m,NCHCH2CH2N),5.24(1H,s,CH-C=N),6.52-6.54(1H,d,J=7.8Hz,PhH6),6.87(1H,s,CH=C-NH),7.12-7.21(2H,m,PhH7, 8),7.27-7.34(3H,m,PhH9,Ph’H2,6),7.64-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.32-8.34(1H,d,J=4.8Hz,PyH4),8.58(1H,d,J =1.8Hz,PyH2).13C NMR(100MHz,CDCl3)δ:32.64,46.38,54.05,89.13,99.51,114.23,122.93,123.64,127.89,128.29,128.69,129.76,131.25,131.60,135.09,135.68,136.80,137.51,143.53,143.96,144.29,150.81,151.25.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H29N6:461.2453;实测值461.2436.
TBI-056,5-苯基-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.44-2.47(4H,t,J=4.5Hz,(OCH2 CH 2 N)2),2.66-2.71(2H,t,J=7.5Hz,CH2 CH 2 ),3.30-3.35(2H,t,J=7.5Hz,CH 2 CH2),3.68-3.71(4H,t,J=4.8Hz,(OCH 2 CH2N)2),5.30(1H,s,CH-C=N),6.48-6.51(1H,d,J=7.8Hz,PhH6),6.89(1H,s,CH=C-NH),7.13-7.23(2H,m,PhH7.8),7.29-7.35(3H,m,PhH9,Ph’H2,6),7.62-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.34-8.35(1H,d,J=3.9Hz,PyH4),8.59(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:47.70,54.02,59.78,66.91,88.94,99.54,114.36,123.09,123.66,127.92,128.32,128.62,129.82,131.43,135.11,135.69,136.70,137.48,143.34,143.90,144.36,150.68,152.92.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H29N6O:477.2397;实测值477.2399.
TBI-057,5-苯基-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.88-0.90(6H,d,J=6.6Hz,CH(CH 3 )2),1.60-1.91(7H,m,(CH 2 CH2N)2,CH(CH3)2,CH2 CH 2 N),2.03-2.05(2H,d,J=7.5Hz,CH 2 CH),2.75-2.79(2H,m,CH2 CH 2 N),3.05-3.08(1H,m,NCHCH2CH2N),5.24(1H,s,CH-C=N),6.51-6.54(1H,d,J=7.5Hz,PhH6),6.86(1H,s,CH=C-NH),7.11-7.20(2H,m,PhH7,8),7.29-7.35(3H,m,PhH9,Ph’H2,6),7.63-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.32-8.33(1H,d,J=4.2Hz,PyH4),8.58(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:20.96,25.70,32.78,52.51,56.01,67.11,89.22,99.43,114.18,122.84,123.63,127.74,128.24,128.74,129.70,131.23,131.67,135.06,135.67,136.90,137.55,143.58,143.88,144.18,151.06.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H35N6:503.2923;实测值503.2962.
TBI-058,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.60(4H,m),3.27-3.41(3H,m),3.94-3.97(2H,m),5.24(1H,s,CH-C=N),6.52-6.55(1H,d,J=7.5Hz,PhH6),6.88(1H,s,CH=C-NH),7.13-7.22(2H,m,PhH7, 8),7.28-7.35(3H,m,PhH9,Ph’H2,6),7.63-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.33-8.35(1H,d,J=4.2Hz,PyH4),8.59(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:33.37,54.43,66.20,88.96,99.58,114.24,122.97,123.64,127.87,127.94,128.31,128.6,129.77,131.25,131.56,135.16,135.65,136.72,137.51,143.55,143.95,144.35,150.71,151.28.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5O:448.2137;实测值448.2100.
TBI-059,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.18(2H,q),1.33-1.45(2H,q),1.66-1.69(2H,d),2.04-2.07(2H,q),2.99-3.06(1H,m),3.13-3.21(1H,m),3.35(3H,s),5.23(1H,s,CH-C=N),6.52-6.55(1H,d,J=7.5Hz,PhH6),6.85(1H,s,CH=C-NH),7.12-7.20(2H,m,PhH7,8),7.28-7.33(3H,m,PhH9,Ph’H2,6),7.61-7.80(5H,m,Ph’H3,4,5,PyH6,PyH5),8.32-8.33(1H,d,J=4.2Hz,PyH4),8.57(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:30.04,31.15,55.85,57.45,78.56,89.17,99.50,114.20,122.85,123.61,127.79,128.25,128.68,129.82,131.22,131.65,135.06,135.64,136.82,137.46,143.52,143.90,144.22,150.88,151.35.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2427.
TBI-060,5-苯基-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.23-2.04(14H,m),2.45(1H,brs),2.91(2H,brs),3.12(1H,brs),5.24(1H,s,CH-C=N),6.51-6.54(1H,d,J=7.8Hz,PhH6),6.87(1H,s,CH=C-NH),7.15-7.19(2H,m,PhH7,8),7.28-7.34(3H,m,PhH9,Ph’H2,6),7.64-7.79(5H,m,Ph’H3,4,5,PyH6,PyH5),8.32-8.34(1H,d,J=4.8Hz,PyH4),8.57(1H,s,PyH2).13C NMR(125MHz,CDCl3)δ:24.15,30.66,32.62,50.95,55.48,67.70,89.13,99.51,114.23,122.91,123.64,127.79,128.30,128.70,129.77,131.26,131.63,135.12,135.70,136.86,137.54,143.53,143.92,144.25,151.11.HRMS(ESI-TOF+):m/z [M+H]+计算值:C33H35N6:515.2918;实测值515.2913.
TBI-061,5-苯基-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.09(6H,d,J=6.0Hz,CH(CH 3 )2),3.36-3.45(1H,m,J=6.0Hz,CH(CH3)2),4.03(3H,s,CH3),5.27(1H,s,CH-C=N),6.45-6.48(1H,d,J=7.5Hz,PhH6),6.88-6.91(1H,m,PhH9),6.93(1H,s,CH=C-NH),7.08-7.18(2H,m,PhH7,8),7.32-7.35(2H,m,Ph’H2,6),7.61-7.66(1H,m,PyH5),7.68-7.75(3H,m,Ph’H3,4,5),7.80-7.83(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:23.50,49.29,53.69,89.27,100.10,114.07,116.78,122.64,124.84,124.96,127.53,128.07,128.85,129.65,131.23,131.87,134.96,135.61,137.65,138.69,142.91,150.81,151.29,155.47.HRMS(ESI-TOF-):m/z[M+H]+计算值:C27H26N5O:436.2137;实测值436.2172.
TBI-062,5-苯基-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.66(4H,brs,(CH 2 CH2N)2),2.10(2H,m,CH2 CH 2 N),2.29(3H,s,CH3),2.73-2.77(2H,m,CH2 CH 2 N),3.16(1H,m,NCHCH2CH2N),4.03(3H,s,CH3),5.23(1H,s,CH-C=N),6.48-6.51(1H,d,J=7.5Hz,PhH6),6.89-6.93(1H,m,PhH9),6.97(1H,s,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.31-7.34(2H,m,Ph’H2,6),7.62-7.75(4H,m,PyH5,Ph’H3,4,5),7.78-7.80(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=7.8Hz,PyH4),9.08(1H,s,NH).13C NMR(100MHz,CDCl3)δ:32.63,46.51,53.52,53.67,89.10,100.19,114.14,116.82,122.76,124.10,125.03,127.65,128.15,128.77,128.89,129.69,131.24,131.76,135.08,135.64,137.56,138.46,142.60,151.18,155.25.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H31N6O:491.2554;实测值491.2556.
TBI-063,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.06-1.22(2H,q),1.35-1.47(2H,q),1.68-1.71(2H,d),2.04-2.07(2H,d),3.02-3.08(1H,m),3.18-3.24(1H,m),3.35(3H,s),4.02(3H,s,CH3),5.22(1H,s,CH-C=N),6.51-6.53(1H,d,J=7.5Hz,PhH6),6.88-6.91(1H,m,PhH9),6.94(1H,s,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.31-7.33(2H,m,Ph’H2,6),7.60-7.65(1H,m,PyH5),7.68-7.71(3H,m,Ph’H3,4,5),7.79-7.81(1H,d,J=4.8Hz,PyH6),7.84-7.86(1H,d,J=7.8Hz,PyH4),8.93(1H,s,NH).13C NMR(100MHz,CDCl3)δ:29.66,30.83,53.68,55.82,57.08,78.42,89.32,100.21,114.13,116.82,122.72,124.61,124.94,127.65,128.15,128.74,129.75,131.21,131.77,134.99,135.64,137.52,138.64,142.74,151.19,151.53,155.35.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O2:506.2556;实测值506.2585.
TBI-064,5-苯基-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.89-0.91(6H,d,J=6.6Hz,CH(CH 3 )2),1.62-1.82(5H,m,(CH 2 CH2N)2,CH(CH3)2),1.96(2H,m,CH2 CH 2 N),2.05-2.07(2H,d,J=7.5Hz,CH 2 CH),2.74-2.77(2H,m,CH2 CH 2 N),3.10-3.12(1H,m,NCHCH2CH2N),4.03(3H,s,CH3),5.24(1H,s,CH-C=N),6.48-6.51(1H,d,J=7.2Hz,PhH6),6.89-6.93(1H,m,PhH9),6.96(1H,s,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.31-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.75(4H,m,PyH5,Ph’H3,4,5),7.79-7.80(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=8.1Hz,PyH4),9.06(1H,s,NH).13C NMR(100MHz,CDCl3)δ:21.04,25.68,32.75,52.18,53.68,55.32,67.38,89.28,100.17,114.10,116.80,122.70,124.26,125.03,127.59,128.13,128.80,129.64,131.21,131.80,135.01,135.64,137.60,138.49,142.70,151.12,151.28,155.31.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H37N6O:533.3023;实测值533.3019.
TBI-065,5-苯基-3-(2-吗啉代乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.49-2.52(4H,t,J=4.5Hz,(OCH2 CH 2 N)2),2.70-2.75(2H,t,J=6.9Hz,CH2 CH 2 ),3.30-3.34(2H,t,J=7.2Hz,CH 2 CH2),3.68-3.71(4H,t,J=4.8Hz,(OCH 2 CH2N)2),4.03(3H,s,CH3),5.27(1H,s,CH-C=N),6.47-6.49(1H,d,J=7.5Hz,PhH6),6.89-6.94(1H,m,PhH9),6.98(1H,s,CH=C-NH),7.11-7.22(2H,m,PhH7,8),7.31-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.61-7.74(4H,m,PyH5,Ph’H3,4,5),7.80-7.82(1H,d,J=4.5Hz,PyH6),7.85-7.88(1H,d,J=7.5Hz,PyH4),8.85(1H,s,NH).13C NMR(100MHz,CDCl3)δ:48.31,53.72,54.18,59.80,67.00,89.10,100.17,114.30,116.85,122.96,124.64,124.81,127.79,128.21,128.68,129.75,131.41,131.72,135.03,135.69,137.54,138.76,142.51,151.01,153.05,155.31.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H31N6O2:507.2503;实测值507.2505.
TBI-066,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.60-1.66(4H,m),3.34-3.48(3H,m),3.96-4.05(5H,m),5.23(1H,s,CH-C=N),6.49-6.53(1H,d,J=7.5Hz,PhH6),6.90-6.94(1H,m,PhH9),6.98(1H,s,CH=C-NH),7.11-7.21(2H,m,PhH7,8),7.32-7.35(2H,m,Ph’H2,6),7.62-7.75(4H,m,PyH5,Ph’H3,4,5),7.80-7.82(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:33.29,53.47,53.674,89.02,100.30,114.19,116.83,122.87,124.32,124.93,127.74,128.21,128.75,129.73,131.25,131.68,135.15,135.65,137.55,138.63,142.63,151.02,151.37,155.30.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O2:478.2243;实测值478.2272.
TBI-067,5-苯基-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.06-1.08(6H,d,J=6.0Hz,CH(CH 3 )2),2.55(1H,s,CH3),3.37-3.45(1H,m,J=6.0Hz,CH(CH3)2),5.27(1H,s,CH-C=N),6.46-6.49(1H,d,J=7.8Hz,PhH6),6.73(1H,s,CH=C-NH),7.08-7.18(3H,m,PhH7,8,9),7.32-7.34(2H,d,J=7.2Hz,Ph’H2, 6),7.61-7.74(5H,m,Ph’H3,4,5,PyH4,5),8.44-8.45(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.49,23.81,49.28,89.07,98.80,114.10,122.70,123.12,127.43,128.07,128.80,129.33,129.67,131.21,131.67,134.16,135.00,135.62,137.64,143.71,144.38,150.61,151.00,153.20.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H26N5:420.2183;实测值:420.2181.
TBI-068,5-苯基-3-(N-异丁基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.87-0.89(6H,d,J=6.6Hz,CH(CH 3 )2),1.59-1.89(7H,m,(CH 2CH2N)2,CH(CH3)2,CH2 CH 2 N),2.02-2.04(2H,d,J=6.9Hz,CH 2 CH),2.55(3H,s,CH3),2.74-2.78(2H,m,CH2 CH 2 N),3.04-3.07(1H,m,NCHCH2CH2N),5.23(1H,s,CH-C=N),6.50-6.53(1H,d,J=7.8Hz,PhH6),6.74(1H,s,CH=C-NH),7.09-7.19(3H,m,PhH7,8,9),7.31-7.33(2H,d,J=6.9Hz,Ph’H2,6),7.62-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.43-8.44(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:20.96,23.83,25.71,32.79,52.54,56.07,67.10,89.21,98.82,114.14,122.76,123.14,127.50,128.14,128.76,129.26,129.65,131.20,131.60,134.14,135.00,135.67,137.61,143.69,144.32,151.11,153.23.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H37N6:517.3074;实测值517.3076.
TBI-069,5-苯基-3-(N-甲基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65(4H,brs,(CH 2 CH2N)2),2.04(2H,m,CH2 CH 2 N),2.27(3H,s,CH3),2.56(3H,s,CH3),2.75-2.79(2H,m,CH2 CH 2 N),3.07(1H,m,NCHCH2CH2N),5.23(1H,s,CH-C=N),6.51-6.53(1H,d,J=7.5Hz,PhH6),6.74(1H,s,CH=C-NH),7.15-7.17(3H,m,PhH7,8,9),7.31-7.34(2H,d,J=7.5Hz,Ph’H2,6),7.66-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.45-8.46(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.83,32.38,32.61,46.37,54.08,54.48,89.12,98.89,114.21,122.87,123.17,127.60,128.20,128.71,129.49,129.72,131.22,131.52,134.06,135.04,135.71,137.58,143.81,144.31,151.32,153.38.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H31N6:475.2610;实测值475.2597.
TBI-070,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.61-1.67(4H,m),2.56(3H,s,CH3),3.30-3.47(3H,m),3.93-3.97(2H,m),5.23(1H,s,CH-C=N),6.51-6.54(1H,d,J=7.5Hz,PhH6),6,75(1H,s,CH=C-NH),7.11-7.21(3H,m,PhH7,8,9),7.32-7.34(2H,d,J=7.5Hz,Ph’H2,6),7.63-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.46(1H,s).13C NMR(100MHz,CDCl3)δ:23.82,33.39,54.46,66.23,88.95,98.97,114.22,122.92,123.19,127.66,128.22,128.72,129.51,129.74,131.24,131.49,134.00,135.12,135.67,137.58,143.79,144.34,150.76,151.36,153.46.HRMS(ESI-TOF+):m/z [M+H]+计算值:C29H28N5O:462.2293;实测值462.2316.
TBI-072,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.06-1.18(2H,q),1.34-1.45(2H,q),1.65-1.69(2H,d),2.04-2.07(2H,d),2.55(3H,s,CH3),2.98-3.05(1H,m),3.13-3.20(1H,m),3.35(3H,s),5.22(1H,s,CH-C=N),6.51-6.54(1H,d,J=8.1Hz,PhH6),6.73(1H,s,CH=C-NH),7.10-7.19(3H,m,PhH7,8,9),7.30-7.33(2H,d,J=6.9Hz,Ph’H2,6),7.60-7.73(5H,m,Ph’H3,4,5,PyH4,5),8.43-8.44(1H,d,J=2.4Hz,PyH2).13C NMR(125MHz,CDCl3)δ:23.81,30.07,31.18,55.84,57.50,78.60,89.16,98.91,114.17,122.77,123.14,127.58,128.17,128.71,129.33,129.78,131.20,131.59,134.09,135.01,135.68,137.54,143.74,144.32,150.92,151.43,153.30.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2606;实测值490.2586.
TBI-073,5-苯基-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.09(6H,d,J=6.0Hz,CH(CH 3 )2),2.55(1H,s,CH3),3.39-3.47(1H,m,J=6.0Hz,CH(CH3)2),5.28(1H,s,CH-C=N),6.47-6.50(1H,d,J=7.8Hz,PhH6),6.60(1H,s,CH=C-NH),7.09-7.20(3H,m,PhH7,8,9),7.33-7.36(2H,d,J=7.8Hz,Ph’H2, 6),7.62-7.76(4H,m,Ph’H3,4,5,PyH5),7.81-7.84(1H,d,J=8.1Hz,PyH4),8.44-8.45(1H,d,J=4.5Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.92,23.52,49.18,89.03,98.82,114.14,121.63,122.74,127.47,128.07,128.80,128.95,129.71,131.24,131.69,134.87,135.07,135.61,137.65,144.02,144.12,150.53,151.01,152.12.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H26N5:420.2188;实测值420.2167.
TBI-075,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.60-1.66(4H,m),2.56(3H,s,CH3),3.33-3.46(3H,m),3.93-3.99(2H,m),5.25(1H,s,CH-C=N),6.51-6.55(1H,d,J=7.5Hz,PhH6),6.65(1H,s,CH=C-NH),7.12-7.21(3H,m,PhH7,8,9),7.33-7.35(2H,d,J=6.9Hz,Ph’H2,6),7.64-7.76(4H,m,Ph’H3,4,5,PyH5),7.83-7.86(1H,d,J=8.1Hz,PyH4),8.27-8.29(1H,d,J=4.8Hz,PyH6).13CNMR(100MHz,CDCl3)δ:20.95,33.19,53.82,65.96,88.90,99.01,114.24,121.67,122.95,127.71,128.21,128.71,128.90,129.77,131.26,131.52,134.68,135.19,135.64,137.56,143.94,144.13,150.75,151.27,152.04.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O:462.2293;实测值462.2278.
TBI-076,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.09-1.22(2H,q),1.32-1.45(2H,q),1.68-1.71(2H,d),2.03-2.06(2H,d),2.53(3H,s,CH3),3.02-3.09(1H,m),3.16-3.22(1H,m),3.35(3H,s,CH3),5.24(1H,s,CH-C=N),6.52-6.55(1H,d,J=7.8Hz,PhH6),6.61(1H,s,CH=C-NH),7.11-7.20(3H,m,PhH7. 8,9),7.31-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.61-7.74(4H,m,Ph’H3,4,5,PyH5),7.81-7.84(1H,d,J=8.1Hz,PyH4),8.26-8.27(1H,d,J=4.5Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.91,29.82,31.03,55.83,57.13,89.12,98.92,114.19,121.65,122.80,127.62,128.14,128.69,128.88,129.79,131.21,131.59,134.76,135.06,135.62,137.52,143.96,144.04,150.91,151.33,152.01.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2606;实测值490.2591.
TBI-077,5-苯基-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.15-1.42(5H,m),1.58-1.63(3H,m),1.70-1.73(2H,m),2.54(3H,s,CH3),3.05-3.11(1H,m),5.26(1H,s,CH-C=N),6.50-6.53(1H,d,J=7.5Hz,PhH6),6.62(1H,s,CH=C-NH),7.09-7.20(3H,m,PhH7,8,9),7.32-7.35(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.75(4H,m,Ph’H3,4,5,PyH5),7.81-7.84(1H,d,J=7.8Hz,PyH4),8.25-8.27(1H,d,J=4.5Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.94,24.46,25.88,33.57,57.44,89.28,98.80,114.12,121.63,122.72,127.46,128.07,128.68,128.78,129.61,131.19,131.66,134.94,135.01,135.64,137.65,143.88,144.06,150.64,151.07,151.94.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5:460.2501;实测值460.2486.
TBI-078,5-苯基-3-甲基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.55(3H,s,CH3),3.06(3H,s,CH3),5.33(1H,s,CH-C=N),6.51-6.53(2H,m,CH=C-NH,PhH6),7.13-7.23(3H,m,PhH7,8,9),7.33-7.36(2H,d,J=7.5Hz,Ph’H2,6),7.63-7.79(5H,m,Ph’H3,4,5,PyH5,PyH4),8.31-8.32(1H,d,J=3.6Hz,PyH6).13CNMR(100MHz,CDCl3)δ:21.01,37.21,88.52,99.01,114.40,121.72,123.12,127.79,128.23,128.56,129.85,130.23,131.37,134.49,135.02,135.79,137.52,144.24,144.76,152.95,154.23.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H22N5:392.1875;实测值392.1861.
TBI-079,5-苯基-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.16-1.76(10H,m),3.05-3.08(1H,m),4.03(3H,s,CH3),5.25(1H,s,CH-C=N),6.49-6.52(1H,d,J=8.1Hz,PhH6),6.89-6.94(2H,m,PhH9,CH=C-NH),7.09-7.19(2H,m,PhH7,8),7.32-7.35(2H,d,J=7.5Hz,Ph’H2,6),7.61-7.75(4H,m,PyH5,Ph’H3.4,5),7.79-7.81(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:24.33,25.97,33.49,53.68,57.41,89.49,100.12,114.04,116.80,122.61,124.47,125.05,127.52,128.07,128.84,129.55,131.18,131.86,134.91,135.62,137.64,138.53,142.84,150.81,151.38,155.37.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2432.
TBI-080,5-苯基-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.41(5H,m),1.58-2.04(5H,m),2.55(3H,s,CH3),2.99-3.06(1H,m),5.24(1H,s,CH-C=N),6.50-6.52(1H,d,J=7.5Hz,PhH6),6.73(1H,s,CH=C-NH),7.09-7.18(3H,m,PhH7,8,9),7.32-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.61-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.43-8.44(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.80,24.71,25.82,33.60,57.97,89.36,98.78,114.08,122.68,123.13,127.42,128.08,128.79,129.28,129.57,131.17,131.64,134.20,134.93,135.65,137.65,143.67,144.40,150.76,151.07,153.15.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5:460.2501;实测值460.2485.
TBI-081,5-苯基-3-(1-甲基乙基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.05-1.08(6H,d,J=6.3Hz,CH(CH 3 )2),2.04(3H,s,CH3),3.37-3.45(1H,m,J=6.0Hz,CH(CH3)2),5.27(1H,s,CH-C=N),6.47-6.50(1H,d,J=7.8Hz,PhH6),6.84(1H,s,CH=C-NH),7.09-7.19(2H,m,PhH7,8),7.32-7.35(2H,d,J=7.2Hz,Ph’H2, 6),7.59-7.75(5H,m,Ph’H3,4,5,PyH4,PhH9),8.16(1H,s,PyH6),8.39-8.40(1H,d,J=2.1Hz,PyHz).13C NMR(100MHz,CDCl3)δ:18.47,23.49,49.28,89.10,99.32,114.15,122.75,127.58,128.10,128.28,128.80,129.71,131.25,131.74,133.46,135.05,135.61,136.53,137.61,141.08,143.75,144.83,150.55,151.06.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H26N5:420.2188;实测值420.2178.
TBI-082,5-苯基-3-环己基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.41(5H,m),1.56-1.74(5H,m),2.37(3H,s,CH3),2.99-3.06(1H,m),5.24(1H,s,CH-C=N),6.50-6.53(1H,d,J=7.5Hz,PhH6),6.83(1H,s,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.32-7.34(2H,d,J=6.9Hz,Ph’H2,6),7.58-7.75(5H,m,Ph’H3. 4,5,PyH4,PhH9),8.16(1H,s,PyH6),8.38-8.39(1H,d,J=1.8Hz,PyH2).13C NMR(100MHz,CDCl3)δ:18.46,24.67,25.82,33.58,57.90,89.38,99.28,114.11,122.72,127.56,128.09,128.21,128.78,129.60,131.19,131.69,133.45,134.96,135.63,136.58,137.61,141.03,143.76,144.75,150.69,151.11.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5:460.2501;实测值:460.2498.
TBI-083,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.60-1.66(4H,m),2.38(3H,s,CH3),3.28-3.39(3H,m),3.93-3.97(2H,m),5.24(1H,s,CH-C=N),6.52-6.54(1H,d,J=7.8Hz,PhH6),6.87(1H,s,CH=C-NH),7.12-7.22(2H,m,PhH7,8),7.32-7.34(2H,d,J=7.5Hz,Ph’H2,6),7.58-7.76(5H,m,Ph’H3, 4,5,PyH4,PhH9),8.18(1H,s,PyH6),8.38-8.39(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:18.46,33.36,54.39,66.19,88.98,99.48,114.24,122.96,127.80,128.23,128.43,128.71,129.76,131.25,131.54,133.53,135.15,135.63,136.34,137.53,141.08,143.65,144.99,150.79,151.29.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O:462.2293;实测值462.2297.
TBI-084,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.18(2H,q),1.34-1.45(2H,q),1.66-1.69(2H,d),2.05-2.07(2H,d),2.38(3H,s,CH3),2.99-3.06(1H,m),3.14-3.21(1H,m),3.36(3H,s,CH3),5.23(1H,s,CH-C=N),6.53-6.56(1H,d,J=7.8Hz,PhH6),6.85(1H,s,CH=C-NH),7.12-7.21(2H,m,PhH7, 8),7.32-7.34(2H,d,J=6.9Hz,Ph’H2,6),7.59-7.74(5H,m,Ph’H3,4,5,PyH4,PhH9),8.17(1H,s,PyH6),8.38-8.39(1H,s,J=1.8Hz,PyH2).13C NMR(100MHz,CDCl3)δ:18.45,30.03,31.11,55.85,57.41,78.54,89.21,99.41,114.21,122.85,127.75,128.18,128.66,129.83,131.23,131.61,133.51,135.03,135.64,136.41,137.45,141.06,143.60,144.87,150.91,151.37.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2606;实测值490.2613.
TBI-085,5-苯基-3-(4-羟基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.15-1.26(2H,q),1.38-1.49(2H,q),1.64-1.68(2H,d),1.95-1.99(2H,q),2.38(3H,s,CH3),2.98-3.05(1H,m),3.65-3.72(1H,m),5.23(1H,s,CH-C=N),6.52-6.56(1H,d,J=7.8Hz,PhH6),6.85(1H,s,CH=C-NH),7.12-7.21(2H,m,PhH7,8),7.32-7.35(2H,d,J=7.2Hz,Ph’H2,6),7.59-7.75(5H,m,Ph,H3,4,5,PyH4,PhH9),8.16(1H,s,PyH6),8.38-8.39(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:18.46,31.21,33.73,57.20,70.01,89.15,99.40,114.20,122.85,127.74,128.17,128.29,128.71,129.78,131.23,131.62,133.51,135.04,135.62,136.41,137.51,141.03,143.62,144.85,150.93,151.39.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2467.
TBI-086,5-苯基-3-(4-羟基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3.5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.14-1.28(2H,q),1.38-1.49(2H,q),1.64-1.68(2H,d),1.95-1.98(2H,q),2.55(3H,s,CH3),2.98-3.05(1H,m),3.64-3.71(1H,m),5.22(1H,s,CH-C=N),6.51-6.54(1H,d,J=7.8Hz,PhH6),6.73(1H,s,CH=C-NH),7.11-7.19(3H,m,PhH7,8,9),731-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.43(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.78,31.23,33.76,57.24,70.01,89.12,98.87,114.17,122.80,123.18,127.60,128.14,128.71,129.35,129.75,131.21,131.56,134.08,135.01,135.63,137.54,143.63,144.26,150.87,151.45,153.26.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2458.
TBI-087,5-苯基-3-(4-羟基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.17-1.28(2H,q),1.40-1.52(2H,q),1.67-1.70(2H,d),1.97-1.99(2H,q),3.00-3.07(1H,m),3.67-3.75(1H,m),4.02(3H,s,CH3),5.22(1H,s,CH-C=N),6.51-6.53(1H,d,J=8.7Hz,PhH6),6.89-6.95(2H,m,PhH9,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.32-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.74(4H,m,PyH5,Ph’H3,4,5),7.79-7.81(1H,d,J=3.9Hz,PyH6),7.84-7.86(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:30.91,33.43:53.70,56.91,69.92,89.28,100.18,114.13,116.82,122.75,124.67,124.90,127.67,128.14,128.76,129.73,131.22,131.75,134.99,135.62,137.54,138.68,142.74,151.16,151.60,155.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O2:492.2399;实测值492.2386.
TBI-088,5-(4-溴苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.12(6H,d,J=6.3Hz,CH(CH 3 )2),3.44-3.52(1H,m,J=6.0Hz,CH(CH3)2),5.30(1H,s,CH-C=N),6.44-6.46(1H,d,J =7.5Hz,PhH6),6.83(1H,s,CH=C-NH),7.11-7.18(2H,m,PhH7,8),7.23-7.27(2H,d,J=9.0Hz,Ph’H2,6),7.30-7.32(1H,m,PyH5),7.67-7.70(1H,d,J=7.5Hz,PyH4),7.77-7.80(1H,d,J=8.1Hz,PhH9),7.86-7.89(2H,d,J=8.1Hz,Ph’H3,5),8.33-8.34(1H,d,J=4.5Hz,PyH6),8.59(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:23.56,49.40,89.07,99.43,113.87,123.00,123.62,123.79,127.73,127.93,128.31,130.71,131.44,134.70,135.58,136.57,136.81,143.68,143.96,144.28,150.31,150.95.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H23BrN5:484.1136;实测值484.1126.
TBI-089,5-(4-溴苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.09-1.41(5H,m),1.60-1.76(5H,m),3.10(1H,brs),5.26(1H,s,CH-C=N),6.47-6.49(1H,d,J=7.2Hz,PhH6),6.82(1H,s,CH=C-NH),7.11-7.31(5H,m,PhH7,8,Ph’H2,6,PyH5),7.67-7.69(1H,d,J=9.0Hz,PyH4),7.76-7.79(1H,d,J=8.7Hz,PhH9),7.86-7.88(2H,d,J=8.1Hz,Ph’H3,5),8.32-8.33(1H,d,J=4.2Hz,PyH6),8.57(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:24.57,25.82,33.62,57.84,89.35,99.40,113.84,122.98,123.62,127.72,127.85,128.31,130.70,131.39,134.60,134.72,135.61,136.56,136.84,143.68,143.92,144.22,150.43,150.99.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27BrN5:524.1449;实测值524.1448.
TBI-090,5-(4-溴苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.83(2H,brs),0.91-0.93(2H,m),2.76(1H,brs),5.56(1H,s,CH-C=N),6.42-6.44(1H,d,J=7.8Hz,PhH6),6.78(1H,s,CH=C-NH),7.10-7.17(2H,m,PhH7. 8),7.25-7.31(3H,m,Ph’H2,6,PyH5),7.66-7.68(1H,d,J=7.2Hz,PyH4),7.75-7.77(1H,d,J=7.5Hz,PhH9),7.86-7.88(2H,d,J=8.4Hz,Ph’H3,5),8.33-8.34(1H,d,J=4.2Hz,PyH6),8.57(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:10.04,32.94,89.47,99.41,113.82,122.97,123.64,123.75,127.75,128.12,128.26,130.81,131.60,134.60,134.75,135.68,136.56,136.62,143.43,144.03,144.39,151.18,152.25.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H21BrN5:482.0980;实测值482.0970.
TBI-091,5-(4-溴苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.16-1.26(2H,q),1.37-1.49(2H,q),1.69-1.72(2H,d),2.06-2.09(2H,d),3.08-3.24(2H,m),3.37(3H,s,CH3),5.27(1H,s,CH-C=N),6.47-6.49(1H,d,J=7.8Hz,PhH6),6.84(1H,s,CH=C-NH),7.12-7.32(5H,m,PhH7,8,Ph’H2,6,PyH5),7.68-7.71(1H,d,J=9.0Hz,PyH4),7.76-7.79(1H,d,J=8.4Hz,PhH9),7.85-7.88(2H,d,J=8.4Hz,Ph’H3,5),8.33-8.34(1H,d,J=3.9Hz,PyH6),8.57(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:29.83,31.11,55.83,57.21,78.45,89.09,99.53,113.94,123.08,123.64,123.86,127.88,128.37,130.59,131.37,134.64,134.79,135.60,136.41,136.72,143.54,143.92,144.31,150.83,151.03.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29BrN5O:554.1555;实测值:554.1536.
TBI-092,5-苯基-3-(4-羟基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.17-1.28(2H,q),1.37-1.49(2H,q),1.67-1.70(2H,d),1.95-1.99(2H,q),2.53(3H,s),3.01-3.08(1H,m),3.66-3.74(1H,m),5.24(1H,s,CH-C=N),6.52-6.55(2H,d,J=7.8Hz,PhH6),6.61(1H,s,CH=C-NH),7.11-7.20(3H,m,PhH7,8,9),7.32-7.35(2H,d,J=7.2Hz,Ph’H2,6),7.63-7.75(5H,m,Ph’H3,4,5,PyH5),7.81-7.83(1H,d,J=7.5Hz,PyH4),8.26-8.27(1H,d,J=3.9Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.87,31.12,33.56,56.94,69.86,89.08,98.91,114.19,121.67,122.83,127.64,128.13,128.69,128.96,129.78,131.23,131.57,134.76,135.06,135.59,137.53,144.02,150.87,151.38,152.04.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2455.
TBI-093,5-(4-溴苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.63-1.69(4H,m),3.37-3.49(3H,m),3.97-4.01(2H,m),5.25(1H,s,CH-C=N),6.48-6.51(1H,d,J=7.8Hz,PhH6),6.86(1H,s,CH=C-NH),7.16-7.33(5H,m,PhH7,8,Ph’H2,6,PyH5),7.70-7.73(1H,d,J=7.5Hz,PyH4),7.77-7.79(1H,d,J=8.4Hz,PhH9),7.87-7.89(2H,d,J=8.1Hz,Ph’H3,5),8.34-8.36(1H,d,J=4.2Hz,PyH6),8.60(1H,d,J=1.8Hz,PyH2).13C NMR(100MHz,CDCl3)δ:33.37,54.27,66.06,88.92,99.60,113.96,123.20,123.67,123.85,127.96,128.04,128.44,130.61,131.24,134.68,134.92,135.61,136.46,136.63,143.56,143.96,144.44,150.66,151.04.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25BrN5O:526.1242;实测值526.1236.
TBI-094,5-(4-溴苯基)-3-(4-羟基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.22-1.33(2H,q),1.41-1.52(2H,q),1.67-1.70(2H,d),1.98-2.02(2H,d),3.06-3.13(1H,m),3.67-3.73(1H,m),5.25(1H,s,CH-C=N),6.47-6.49(1H,d,J=7.5Hz,PhH6),6.83(1H,s,CH=C-NH),7.12-7.32(5H,m,PhH7,8,Ph’H2,6,PyH5),7.68-7.71(1H,d,J=7.2Hz,PyH4),7.76-7.79(1H,d,J=8.1Hz,PhH9),7.86-7.88(2H,d,J=8.4Hz,Ph’H3.5),8.32-8.33(1H,d,J=3.9Hz,PyH6),8.56(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:31.23,33.63,57.06,69.97,89.07,99.52,113.93,123.10,123.66,123.83,127.91,128.37,130.62,131.35,134.65,134.81,135.59,136.45,136.71,143.54,143.88,144.29,150.80,151.09.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27BrN5O:540.1398;实测值:540.1378.
TBI-095,5-苯基-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.78-0.87(4H,m),2.55(3H,s,CH3),2.68(1H,brs),5.55(1H,s,CH-C=N),6.44-6.47(1H,d,J=7.8Hz,PhH6),6.68(1H,s,CH=C-NH),7.08-7.16(3H,m,PhH7, 8,9),7.34-7.37(2H,d,J=7.5Hz,Ph’H2,6),7.60-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.41(1H,s,PyH2).13CNMR(100MHz,CDCl3)δ:9.73,23.80,32.72,89.47,98.85,114.11,122.73,123.18,127.51,128.05,128.87,129.65,131.28,131.83,133.97,134.85,135.74,137.63,143.80,144.14,151.21,152.78,153.37.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24N5:418.2031;实测值:418.2022.
TBI-096,5-苯基-3-环丙基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.77-0.84(4H,m),2.36(3H,s,CH3),2.68(1H,brs),5.54(1H,s,CH-C=N),6.44-6.46(1H,d,J=7.5Hz,PhH6),6.79(1H,s,CH=C-NH),7.11-7.15(2H,m,PhH7, 8),7.34-7.37(2H,d,J=7.2Hz,Ph’H2,6),7.56-7.75(5H,m,Ph’H3,4,5,PyH4,PhH9),8.16(1H,s,PyH6),8.35(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:9.79,18.45,32.73,89.49,99.33,114.13,122.75,127.63,128.06,128.51,128.87,129.67,131.31,131.89,133.51,134.87,135.70,136.32,137.60,141.18,143.51,144.97,151.28,152.66.HRMS(ESI-TOF+):m/z[M+H]+算值:C27H24N5:418.2031;实测值418.2014.
TBI-097,5-苯基-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.79-0.88(4H,m),2.70(1H,brs),4.00(3H,s,CH3),5.55(1H,s,CH-C=N),6.43-6.46(1H,d,J=7.8Hz,PhH6),6.88-6.92(2H,m,PhH9,CH=C-NH),7.08-7.17(2H,m,PhH7,8),7.34-7.37(2H,d,J=7.2Hz,Ph’H2,6),7.60-7.75(4H,m,PyH5,Ph’H3,4,5),7.79-7.81(1H,d,J=4.5Hz,PyH6),7.83-7.85(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:9.90,32.77,53.67,89.62,100.09,114.06,116.81,122.65,124.83,124.97,127.54,128.03,128.93,129.61,131.28,132.02,134.82,135.73,137.64,138.75,142.63,151.49,152.87,155.40.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24N5O:434.1980;实测值434.1963.
TBI-098,5-(4-溴苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.71-1.82(2H,m),2.01-2.08(2H,m),2.18-2.21(2H,m),3.88-3.94(1H,p,J=7.5Hz),5.10(1H,s,CH-C=N),6.47-6.49(1H,d,J=7.5Hz,PhH6),6.84(1H,s,CH=C-NH),7.12-7.32(5H,m,PhH7,8,Ph’H2,6,PyH5),7.69-7.71(1H,d,J=7.5Hz,PyH4),7.77-7.79(1H,d,J=8.1Hz,PhH9),7.86-7.89(2H,d,J=8.1Hz,Ph’H3,5),8.34-8.35(1H,d,J=3.9Hz,PyH6),8.60(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:16.06,31.96,54.78,90.55,99.51,113.95,123.15,123.66,123.83,127.88,128.05,128.40,130.72,131.28,134.39,134.66,135.67,136.51,136.68,143.60,144.03,144.41,150.87,151.13.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23BrN5:496.1136;实测值496.1114.
TBI-099,5-(4-溴苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.09-1.11(6H,d,J=6.3Hz,CH(CH 3 )2),2.56(3H,s,CH3),3.45-3.49(1H,m,J=6.0Hz,CH(CH3)2),5.28(1H,s,CH-C=N),6.42-6.45(1H,d,J=7.5Hz,PhH6),6.71(1H,s,CH=C-NH),7.09-7.25(5H,m,PhH7,8,Ph’H2,6,PyH5),7.66-7.68(2H,m,PyH4,PhH9),7.84-7.87(2H,d,J=8.4Hz,Ph’H3,5),8.44(1H,s,PyH2).13C NMR(100MHz,CDCl3)δ:23.56,23.82,49.40,89.60,98.83,113.84,122.94,123.16,123.75,127.53,128.22,129.47,130.73,131.36,134.04,134.68,135.60,136.63,137.72,143.77,144.43,150.37,150.97,153.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25BrN5:498.1293;实测值498.1267.
TBI-100,5-(4-溴苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.81-0.92(4H,m),2.55(3H,s,CH3),2.75(1H,brs),5.54(1H,s,CH-C=N),6.40-6.43(1H,d,J=7.5Hz,PhH6),6.65(1H,s,CH=C-NH),7.08-7.16(3H,m,PhH7. 8,PyH5)7.24-7.27(2H,d,J=8.4Hz,Ph’H2,6),7.63-7.66(2H,d,J=8.1Hz,PyH4,PhH9),7.84-7.87(2H,d,J=8.4Hz,Ph’H3,5),8.40-8.41(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:9.99,23.82,32.92,89.45,98.82,113.80,122.93,123.18,123.71,127.54,128.17,129.68,130.83,131.51,133.90,134.57,134.73,135.72,136.63,143.90,144.23,151.20,152.36,153.52.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23BrN5:496.1136;实测值496.11130.
TBI-501,5-(4-溴苯基)-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.72-1.82(2H,m),2.02-2.08(2H,m),2.15-2.20(2H,m),2.56(3H,s,CH3),3.88-3.93(1H,p,J=7.8Hz),5.09(1H,s,CH-C=N),6.46-6.48(1H,d,J=7.8Hz,PhH6),6.71(1H,s,CH=C-NH),7.15-7.24(5H,m,PhH7,8,Ph’H2,6,PyH5),7.67-7.70(2H,d,J=8.1Hz,PyH4,PhH9),7.86-7.88(2H,d,J=8.4Hz,Ph’H3,5),8.46(1H,s,PyH2).HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25BrN5:510.1293;实测值510.1267.
TBI-502,5-(4-溴苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.18-1.44(5H,m),1.59-1.76(5H,m),2.55(3H,s,CH3),3.06-3.13(1H,m),5.25(1H,s,CH-C=N),6.45-6.48(1H,d,J=7.8Hz,PhH6),6.70(1H,s,CH=C-NH),7.09-7.24(5H,m,PhH7,8,Ph’H2,6,PyH5),7.66-7.69(2H,m,PyH4,PhH9),7.85-7.88(2H,d,J=8.7Hz,Ph’H3,5),8.44(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.81,24.61,25.84,33.64,57.91,89.35,98.81,113.80,122.91,123.16,123.63,127.51,128.21,129.38,130.73,131.33,134.07,134.58,134.67,135.62,136.64,143.71,144.43,150.50,151.04,153.31.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29BrN5:538.1606;实测值538.1593.
TBI-503,5-(4-溴苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.18-1.28(2H,q),1.38-1.50(2H,q),1.69-1.72(2H,d),2.05-2.09(2H,q),2.56(3H,s,CH3),3.08-3.24(2H,m),3.37(3H,s,CH3),5.26(1H,s,CH-C=N),6.46-6.48(1H,d,J=7.8Hz,PhH6),6.72(1H,s,CH=C-NH),7.11-7.24(5H,m,PhH7,8,Ph’H2.6,PyH5),7.66-7.70(2H,m,PyH4,PhH9),7.85-7.87(2H,d,J =8.7Hz,Ph’H3,5),8.44(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.82,29.87,31.15,55.82,57.25,78.50,89.08,98.92,113.90,123.01,123.17,123.81,127.65,128.26,129.43,130.61,131.30,133.99,134.61,134.75,135.62,136.49,143.75,144.33,150.86,151.09,153.42.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31BrN5O:568.1711;实测值568.1703.
TBI-504,5-(4-溴苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.62-1.69(4H,m),2.56(3H,s,CH3),3.35-3.48(3H,m),3.95-4.00(2H,m),5.24(1H,s,CH-C=N),6.47-6.50(1H,d,J=8.1Hz,PhH6),6.73(1H,s,CH=C-NH),7.12-7.24(5H,m,PhH7,8,Ph’H2,6,PyH5),7.66-7.70(2H,m,PyH4,PhH9),7.86-7.89(2H,d,J=8.4Hz,Ph’H3,5),8.45(1H,d,J=2.4Hz,PyH2).13C NMR(100MHz,CDCl3)δ:23.84,33.40,54.32,66.10,88.91,98.99,113.94,123.15,123.21,123.81,127.73,128.35,129.60,130.64,131.17,133.90,134.66,134.89,135.64,136.54,143.83,144.36,150.70,151.10,153.59.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27BrN5O:540.1398;实测值540.1380.
TBI-505,5-苯基-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.62-1.77(2H,m),1.94-2.16(4H,m),3.79-3.90(1H,p,J=7.5Hz),4.04(3H,s,CH3),5.07(1H,s,CH-C=N),6.49-6.52(1H,d,J=7.8Hz,PhH6),6.89-6.94(2H,m,PhH9,CH=C-NH),7.10-7.20(2H,m,PhH7,8),7.31-7.34(2H,d,J=7.5Hz,Ph’H2, 6),7.62-7.75(4H,m,PyH5,Ph’H3,4,5),7.80-7.81(1H,d,J=4.8Hz,PyH6),7.84-7.87(1H,d,J=7.8Hz,PyH4).13C NMR(100MHz,CDCl3)δ:15.99,31.96,53.71,54.88,90.80,100.28,114.17,116.81,122.80,124.76,127.68,128.15,128.87,129.70,131.21,131.71,134.56,135.69,137.59,138.75,142.74,151.63,155.41.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5O:448.2137;实测值448.2131.
TBI-506,5-苯基-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.62-1.77(2H,m),1.95-2.18(4H,m),2.56(3H,s,CH3),3.79-3.89(1H,p,J=7.8Hz),5.08(1H,s,CH-C=N),6.50-6.53(1H,d,J=7.8Hz,PhH6),6.73(1H,s,CH=C-NH),7.10-7.20(3H,m,PhH7,8,9),7.31-7.33(2H,d,J=7.2Hz,Ph’H2,6),7.63-7.75(5H,m,Ph’H3,4,5,PyH4,5),8.45(1H,d,J=2.1Hz,PyH2).13C NMR(100MHz,CDCl3)δ:15.99,23.83,31.93,54.84,90.60,98.89,114.21,122.88,123.17,127.60,128.17,128.82,129.48,129.73,131.21,131.51,134.02,134.61,135.72,137.59,143.78,144.30,150.92,151.43,153.36.HRMS (ESI-TOF+):m/z[M+H]+计算值:C28H26N5:432.2188;实测值432.2188.
TBI-507,5-(4-溴苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.09-1.11(6H,d,J=6.0Hz,CH(CH 3 )2),2.54(3H,s,CH3),3.45-3.53(1H,p,J=6.0Hz,CH(CH3)2),5.29(1H,s,CH-C=N),6.43-6.46(1H,d,J=8.1Hz,PhH6),6.57(1H,s,CH=C-NH),7.09-7.25(5H,m,PhH7,8,Ph’H2,6,PyH5),7.65-7.68(1H,d,J=.8Hz,PyH4),7.79-7.82(1H,d,J=8.1Hz,PhH9),7.85-7.88(2H,d,J=8.4Hz,Ph’H3,5),8.27-8.28(1H,d,J=3.6Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.91,23.59,49.29,89.01,98.82,113.85,121.64,122.96,123.77,127.55,128.19,129.17,130.72,131.37,134.68,134.79,135.56,136.62,144.18,150.29,150.97,152.27.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25BrN5:498.1293;实测值498.1273.
TBI-508,5-(4-溴苯基)-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.26-1.41(5H,m),1.60-1.76(5H,m),2.54(3H,s,CH3),3.15(1H,brs),5.26(1H,s,CH-C=N),6.46-6.48(1H,d,J=7.5Hz,PhH6),6.60(1H,s,CH=C-NH),7.10-7.25(5H,m,PhH7,8,Ph’H2,6,PyH5),7.66-7.68(1H,d,J=7.5Hz,PyH4),7.81-7.83(1H,d,J=8.4Hz,PhH9),7.85-7.88(2H,d,J=8.4Hz,Ph’H3,5),8,26-8.27(1H,d,J=3.6Hz,PyH6).13CNMR(100MHz,CDCl3)δ:20.93,24.33,25.89,33.60,5735,89.28,98.82,113.83,121.64,122.94,123.67,127.55,128.20,128.82,130.72,131.35,134.61,134.75,134.80,135.60,136.63,144.02,144.09,150.38,151.04,152.03.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29BrN5:538.1606;实测值538.1603.
TBI-509,5-(4-溴苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.19-1.30(2H,q),1.36-1.47(2H,q),1.71-174(2H,d),2.04-2.08(2H,q),2.58(3H,s,CH3),3.11-3.25(2H,m),3.36(3H,s,CH3),5.27(1H,s,CH-C=N),6.46-6.48(1H,d,J=7.5Hz,PhH6),6.59(1H,s,CH=C-NH),7.11-7.24(5H,m,PhH7,8,Ph’H2.6,PyH5),7.66-7.69(1H,d,J=7.5Hz,PyH4),7.80-7.83(1H,d,J=8.4Hz,PhH9),7.85-7.87(2H,d,J=8.7Hz,Ph’H3,5),8.26-8.27(1H,d,J=3.6Hz,PyH6).13C NMR(100MHz,CDCl3)δ:20.89,29.57,30.95,55.80,56.84,89.04,98.94,113.92,121.66,123.03,123.83,127.68,128.24,128.95,130.60,131.30,134.63,134.79,135.57,136.46,143.98,144.13,150.85,151.00,152.05.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31BrN5O:568.1711;实测值568.1691.
TBI-510,5-苯基-3-(1-甲基乙基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.06-1.08(6H,d,J=6.0Hz,CH(CH 3 )2),3.37-3.44(1H,p,J=5.7Hz,CH(CH3)2),3.95(1H,s,CH3),5.27(1H,s,CH-C=NH),6.46-6.48(1H,d,J=8.1Hz,PhH6),6.51(1H,s,CH=C-NH),6.76-6.79(1H,d,J=8.7Hz,PyH5),7.07-7.17(2H,m,PhH7,8),7.32-7.34(2H,d,J=7.5Hz,Ph’H2,6),7.61-7.74(5H,m,Ph’H3,4,5,PyH4,PhH9),8.14-8.15(1H,d,J=2.4Hz,PyH2).13C NMR(125MHz,CDCl3)δ:23.52,49.30,53.60,89.04,98.04,110.96,114.08,122.65,127.20,127.99,128.85,129.64,130.34,131.20,131.60,134.99,135.10,135.66,137.76,142.45,145.99,150.70,151.03,161.17.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H26N5O:436.2137;实测值436.2154.
TBI-511,5-苯基-3-环丙基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.77-0.84(4H,m),2.70(1H,brs),3.95(1H,s,CH3),5.54(1H,s,CH-C=NH),6.43-6.45(2H,m,PhH6,CH=C-NH),6.76-6.78(1H,d,J=8.4Hz,PyH5),7.06-7.16(2H,m,PhH7,8),7.34-7.36(2H,d,J=7.5Hz,Ph’H2,6),7.59-7.74(5H,m,Ph’H3,4,5,PyH4,PhH9),8.11(1H,d,J=2.1Hz,PyH2).13C NMR(125MHz,CDCl3)δ:9.69,32.75,53.60,89.39,98.06,111.01,114.06,122.64,127.23,127.93,128.90,129.59,130.08,131.25,131.74,134.81,135.24,135.73,137.74,142.56,145.72,151.22,152.85,161.25.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24N5O:434.1980;实测值434.1969.
TBI-512,5-苯基-3-环丁基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65-1.76(2H,m),1.98-2.15(4H,m),3.82-3.87(1H,p,J=8.1Hz),3.95(3H,s,CH3),5.07(1H,s,CH-C=NH),6.50-6.52(2H,m,PhH6,CH=C-NH),6.77-6.79(1H,d,J=8.7Hz,PyH5),7.09-7.19(2H,m,PhH7,8),7.31-7.33(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.75(5H,m,Ph’H3,4,5,PyH4,PhH9),8.15(1H,d,J=2.4Hz,PyH2).13C NMR(75MHz,CDCl3)δ:15.99,31.96,53.62,54.88,90.57,98.09,111.04,114.18,122.81,127.35,128.04,128.85,129.69,130.15,131.19,131.42,134.56,135.23,135.70,137.67,142.57,145.92,150.92,151.52,161.26.HRMS(ES1-TOF+):m/z[M+H]+计算值:C28H26N5O:448.2137;实测值448.2125.
TBI-513,5-苯基-3-环己基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07-1.41(5H,m),1.58-1.74(5H,m),3.00-3.06(1H,m),3.95(3H,s,CH3),5.24(1H,s,CH-C=NH),6.50-6.52(2H,m,PhH6,CH=C-NH),6.77-6.79(1H,d,J=8.7H z,PyH5),7.07-7.17(2H,m,PhH7,8),7.31-7.34(2H,d,J=7.5Hz,Ph’H2,6),7.61-7.74(5H,m,Ph’H3,4,5,PyH4,PhH9),8.14(1H,d,J=2.7Hz,PyH2).13C NMR(75MHz,CDCl3)δ:24.74,25.84,33.62,53.62,58.03,89.33,97.96,102.96,109.74,110.96,114.08,122.62,127.20,127.98,128.82,129.55,130.35,131.16,131.55,134.90,135.08,135.66,137.73,142.42,145.99,150.85,151.09,154.65.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2444;实测值476.2453.
TBI-514,5-苯基-3-(4-甲氧基环己基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.06-1.17(2H,q),1.33-1.45(2H,q),1.66-1.70(2H,d),2.04-2.07(2H,q),2.99-3.05(1H,m),3.11-3.20(1H,m),3.35(3H,s,CH3),3.95(3H,s,CH3),5.21(1H,s,CH-C=NH),6.50-6.53(2H,m,PhH6,CH=C-NH),6.76-6.79(1H,d,J=8.7Hz,PyH5),7.09-7.18(2H,m,PhH7,8),7.30-7.32(2H,d,J=7.5Hz,Ph’H2,6),7.60-7.73(5H,m,Ph’H3,4,5,PyH4,PhH9),8.13(1H,d,J=2.1Hz,PyH2).13C NMR(75MHz,CDCl3)δ:30.08,31.18,53.62,55.85,57.51,78.60,89.10,98.05,110.98,114.14,122.71,127.34,128.01,128.70,129.74,130.19,131.17,131.45,134.94,135.08,135.63,137.57,142.42,145.84,150.89,151.49,161.16.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O2:506.2550;实测值506.2552.
TBI-515,5-苯基-3-(4-四氢吡喃基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.61-1.67(4H,m),3.29-3.40(3H,m),3.94-3.96(5H,m),5.23(1H,s,CH-C=NH),6.50-6.53(2H,m,PhH6,CH=C-NH),6.77-6.80(1H,d,J=9.0Hz,PyH5),7.12-7.17(2H,m,PhH7,8),7.31-7.34(2H,d,J=7.2Hz,Ph’H2,6),7.62-7.75(5H,m,Ph’H3,4,5,PyH4,PhH9),8.15(1H,d,J=2.7Hz,PyH2).13C NMR(75MHz,CDCl3)δ:33.41,53.63,54.47,66.24,88.91,98.19,111.04,114.20,122.87,127.42,128.12,128.74,129.71,130.15,131.22,131.40,135.14,135.69,137.67,142.51,145.88,150.77,151.41,161.27.HRMS(ESI-TOF+):m/z [M+H]+计算值:C29H28N5O2:478.2237;实测值478.2249.
TBI-516,5-(4-溴苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.12(6H,d,J=6.0Hz,CH C(CH 3)2),3.45-3.49(1H,p,J=6.0Hz,CH(CH3)2),4.03(3H,s,CH3),5.28(1H,s,CH-C=N),6.42-6.44(1H,d,J=8.1Hz,PhH6),6.89-6.93(2H,m,PyH5,CH=C-NH),7.09-7.19(2H,m,PhH7,8),7.22-7.25(2H,d,J=8.4Hz,Ph’H2,6),7.67-7.69(1H,d,J=7.8Hz,PyH4),7.80-7.87(4H,m,Ph’H3,5,PhH9,PyH6).13C NMR (100MHz,CDCl3)δ:23.56,49.39,53.71,89.25,100.08,113.79,116.78,122.87,123.71,124.84,124.93,127.60,128.19,130.77,131.54,134.67,135.57,136.62,138.83,142.92,150.55,151.23,155.49.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25BrN5O:514.1242;实测值514.1219.
TBI-517,5-(4-溴苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.22-1.48(5H,m),1.59-1.79(5H,m),3.12-3.17(1H,m),4.03(3H,s,CH3),5.25(1H,s,CH-C=N),6.44-6.48(1H,d,J=7.8Hz,PhH6),6.89-6.93(2H,m,PyH5,CH=C-NH),7.10-7.19(2H,m,PhH7,8),7.22-7.25(2H,d,J=8.4Hz,Ph’H2,6),7.67-7.70(1H,d,J=7.8Hz,PyH4),7.79-7.88(4H,m,Ph’H3,5,PhH9,PyH6).13C NMR(100MHz,CDCl3)δ:24.18,25.99,33.52,53.70,57.27,89.48,100.12,113.77,116.80,122.86,123.61,124.52,124.95,127.60,128.20,130.77,131.52,134.59,134.66,135.60,136.63,138.64,142.85,150.54,151.32,155.38.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29BrN5O:554.1555;实测值554.1561.
TBI-518,5-(4-溴苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
mp:225-227□.1H NMR(300MHz,CDCl3)δ:1.58-1.72(4H,m),3.43-3.56(3H,m),3.99-4.06(5H,m),5.25(1H,s,CH-C=N),6.46-6.49(1H,d,J=8.1Hz,PhH6),6.90-6.95(2H,m,PyH5,CH=C-NH),7.12-7.25(4H,m,PhH7,8,Ph’H2,6),7.70-7.73(1H,d,J=7.5Hz,PyH4),7.81-7.91(4H,m,PhH9,Ph’H3,5,PyH6).13C NMR(100MHz,CDCl3)δ:33.29,53.26,53.76,65.56,88.97,100.30,113.92,116.83,123.11,123.81,124.34,124.84,127.81,128.33,129.35,129.87,130.67,131.35,134.68,134.92,135.62,136.51,138.74,142.63,150.96,151.09,155.30.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27BrN5O2:556.1348;实测值556.1358.
TBI-519,5-(4-溴苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
mp:217-218□.1HNMR(300MHz,CDCl3)δ:0.83-0.92(4H,m),2.75(1H,brs),4.05(3H,s,CH3),5.54(1H,s,CH-C=N),6.40-6.42(1H,d,J=7.8Hz,PhH6),6.87-6.92(2H,m,PyH5,CH=C-NH),7.08-7.18(2H,m,PhH7,8),7.24-7.27(2H,d,J=8.4Hz,Ph’H2,6),7.65-7.67(1H,d,J=7.5Hz,PyH4),7.79-7.87(4H,m,PhH9,Ph’H3,5,PyH6).13C NMR(100MHz,CDCl3)δ:10.11,32.90,53.69,89.66,100.07,113.78,116.82,122.89,123.71,124.71,125.13,127.62,128.16,130.86,131.66,134.53,134.74,135.73,136.60,138.91,142.63,151.42,152.50,155.43.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23BrN5O:512.1085;实测值512.1075.
TBI-520,5-(4-溴苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
mp:>250□.1H NMR(300MHz,CDCl3)δ:1.70-1.82(2H,m),2.00-2.24(4H,m),3.85-3.96(1H,p,J=8.1Hz),4.00(3H,s,CH3),5.09(1H,s,CH-C=N),6.45-6.48(1H,d,J=7.5Hz,PhH6),6.89-6.93(2H,m,PyH5,CH=C-NH),7.11-7.18(2H,m,PhH7,8),7.21-7.24(2H,d,J=8.7Hz,Ph’H2,6),7.68-7.71(1H,d,J=7.5Hz,PyH4),7.81-7.88(4H,m,PhH9,Ph’H3,5,PyH6).13C NMR(100MHz,CDCl3)δ:16.06,32.00,53.73,54.85,90.75,100.26,113.87,116.80,123.02,123.74,124.76,124.84,127.73,128.27,130.79,131.38,134.28,134.61,135.66,136.56,138.87,142.76,151.14,151.39,155.43.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25N5OBr:526.1236;实测值:526.1244.
TBI-521,5-(4-溴苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
mp:234-236□.1H NMR(300MHz,CDCl3)δ:1.23-1.32(2H,q),1.39-1.49(2H,q),1.71-1.74(2H,d),2.04-2.09(2H,q),3.12-3.18(1H,m),3.22-3.28(1H,m),3.36(3H,s,CH3),4.02-4.05(4H,m),5.26(1H,s,CH-C=N),6.45-6.48(1H,d,J=7.5Hz,PhH6),6.89-6.93(2H,m,PyH5,CH=C-NH),7.13-7.24(4H,m,PhH7,8,Ph’H2,6),7.68-7.71(1H,d,J=6.9Hz,PyH4),7.80-7.87(4H,m,PhH9,Ph’H3,5,PyH6).13C NMR(100MHz,CDCl3)δ:29.35,30.69,53.71,55.79,56.73,78.24,89.24,100.22,113.87,116.84,122.96,123.79,124.61,124.86,127.72,128.26129.88,130.65,131.47,134.63,134.73,135.61,136.47,138.74,142.72,151.18,155.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31N5O2Br:584.1655;实测值584.1667.
TBI-522,5-(3-氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:164-166□.1H NMR(300MHz,CDCl3)δ:1.14(6H,brs),3.42-3.48(1H,m),5.28(1H,s),6.46-6.48(1H,d,J=8.1Hz),6.83(1H,s),7.09-7.17(4H,m),7.29-7.39(2H,m),7.68-7.79(3H,m),8.32-8.33(1H,d,J=5.2Hz),8.58(1H,s).13C NMR(100MHz,CDCl3)δ:23.48,23.59,49.40,89.11,99.44,113.85,116.40,116.62,117.01,117.22,123.03,123.63,124.79,127.77,127.95,128.31,131.32,132.62,132.71,134.70,136.82,138.88,143.68,143.97,144.28,150.38,150.95.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H23FN5:424.1937;实测值424.1921.
TBI-523,5-(3-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.11(6H,brs),3.42-3.50(1H,m),4.04(3H,s),5.29(1H,s),6.46-6.48(1H,d,J=8.1Hz),6.93(2H,brs),7.10-7.20(4H,m),7.34-7.40(1H,t,J=8.1Hz),7.69-7.76(2H,m),7.81-7.86(2H,m).13C NMR(100MHz,CDCl3)δ:23.47,49.39,53.70,89.28,100.10,113.77,116.45,116.67,116.78,116.93,117.14,122.89,124.84,124.91,127.62,128.19,131.42,132.58,132.67,134.58,135.54,138.81,138.94,142.90,150.61,151.25,155.49,162.95:165.44.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25FN5O:454.2038;实测值454.2043.
TBI-524,5-(3-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.67(4H,brs),3.41-3.50(3H,m),4.01-4.04(5H,m),5.26(1H,s),6.49-6.52(1H,d,J=8.1Hz),6.90-6.94(1H,m),6.97(1H,s),7.09-7.22(4H,m),7.36-7.41(1H,t,J=8.7Hz),7.69-7.76(2H,m),7.81-7.86(2H,m).13C NMR(100MHz,CDCl3)δ:33.26,33.36,53.46,53.75,65.66,88.99,100.31,113.89,116.39,116.61,116.82,116.99,117.20,123.12,124.36,124.75,124.84,127.83,128.32,131.24,132.61,132.70,134.78,135.59,138.74,138.92,142.63,150.98,151.17,155.31,162.95,165.44.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5O2:496.2143;实测值496.2152.
TBI-525,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.14(6H,t,J=6.9Hz),3.48-3.52(1H,m,J=6.6Hz),5.29(1H,s,CH-C=N),6.44-6.47(1H,d,J=8.1Hz),6.82(1H,s,CH=C-NH),7.13-7.32(5H,m),7.50-7.56(1H,dd,J=9.0Hz),7.67-7.70(1H,d,J=7.8Hz),7.76-7.79(1H,d,J=8.4Hz),8.33(1H,d,J=4.5Hz),8.59(1H,d,J=2.1Hz).13C NMR(100MHz,CDCl3)δ:23.50,23.63,49.48,89.06,99.44,113.62,118.63,118.80,119.89,120.08,123.16,123.62,125.72,127.81,127.99,128.41,131.32,133.63,134.77,135.53,136.70,143.67,144.00,144.37,150.21,150.96.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H22F2N5:442.1838;实测值442.1844.
TBI-526,5-(3,4-二氟苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.74-1.83(2H,m),2.02-2.21(4H,m),3.90-3.96(1H,p,J=7.8Hz),5.10(1H,s,CH-C=N),6.47-6.49(1H,d,J=6.9Hz),6.82(1H,s,CH=C-NH),7.14-7.33(5H,m),7.51-7.60(1H,dd,J=9.0Hz),7.69-7.71(1H,d,J=7.5Hz),7.76-7.79(1H,d,J=8.1Hz),8.34-8.35(1H,d,J=4.5Hz),8.60(1H,d,J=2.1Hz).13C NMR(100MHz,CDCl3)δ:16.07,32.00,54.83,90.55,99.52,113.70,118.65,118.83,119.85,120.03,123.31,123.66,125.74,127.94,128.10,128.49,131.18,133.61,134.35,135.62,136.60,143.60,144.05,144.49,149.64,150.50,150.64,150.90,151.04,152.28,153.03,153.17.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22F2N5:454.1838;实测值454.1852.
TBI-527,5-(3,4-二氟苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.25-1.41(5H,m),1.62-1.78(5H,m),3.10-3.17(1H,m),5.27(1H,s,CH-C=N),6.46-6.48(1H,d,J=7.8Hz),6.82(1H,s,CH=C-NH),7.15-7.32(5H,m),7.51-7.60(1H,dd,J=8.7Hz),7.67-7.70(1H,d,J=7.2Hz),7.76-7.79(1H,d,J=8.1Hz),8.33-8.34(1H,d,J=4.8Hz),8.58(1H,s).13C NMR(100MHz,CDCl3)δ:24.54,24.62,25.79,33.60,33.71,57.96,89.30,99.44,113.60,118.66,118.84,119.78,119.96,123.15,123.62,125.72,127.79,127.91,128.41,131.31,133.65,134.68,135.57,136.74,143.69,143.97,144.33,149.71,150.31,150.50,151.03,153.17.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26F2N5:482.2151;实测值482.2152.
TBI-528,5-(3,4-二氟苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:3.29(6H,s),3.35-3.43(2H,m),3.53-3.58(2H,m),3.70-3.76(1H,m,),5.50(1H,s,CH-C=N),6.47-6.50(1H,d,J=7.8Hz),6.84(1H,s,CH=C-NH),7.12-7.32(5H,m),7.48-7.60(1H,dd,J=8.4Hz),7.70-7.72(1H,d,J=7.2Hz),7.76-7.79(1H,d,J=8.4Hz),8.33-8.35(1H,d,J=4.5Hz),8.58(1H,d,J=2.1Hz).13C NMR(100MHz,CDCl3)δ:58.75,59.07,59.11,74.50,74.62,90.31,99.61,113.74,118.60,118.78,119.81,119.99,123.26,123.63,125.64,127.99,128.16,128.52,131.25,133.49,134.65,135.55,136.58,143.57,144.14,144.48,149.66,149.78,150.50,150.71,152.18,153.03,153.16,153.26.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26F2N5O2:502.2049;实测值502.2042.
TBI-529,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.15(6H,t,J=6.9Hz),3.45-3.53(1H,m,J=6.3Hz),4.04(3H,s),5.28(1H,s,CH-C=NH),6.42-6.45(1H,d,J=7.5Hz),6.89-6.93(2H,m),7.13-7.25(4H,m),7.49-7.59(1H,dd,J=9.0Hz),7.67-7.70(1H,d,J=7.2Hz),7.81-7.84(2H,m),8.92(1H,s).13C NMR(100MHz,CDCl3)δ:23.48,23.62,49.46,53.71,89.23,100.10,113.55,116.78,118.68,118.86,119.86,120.04,123.05,124.77,124.96,125.75,127.66,128.29,131.41,133.69,134.67,135.54,138.90,142.90,149.59,149.71,150.47,150.67,151.23,152.11,152.23,153.06,153.19,155.49.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24F2N5O:472.1943;实测值472.1937.
TBI-530,5-(3,4-二氟苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.70-1.82(2H,m),2.03-2.20(4H,m),3.90-3.95(1H,p,J=7.8Hz),4.04(3H,s),5.08(1H,s,CH-C=N),6.45-6.47(1H,d,J =7.5Hz),6.89-6.93(2H,m),7.12-7.23(4H,m),7.50-7.59(1H,dd,J=8.7Hz),7.68-7.70(1H,d,J=7.5Hz),7.82-7.84(2H,m).13CNMR(100MHz,CDCl3)δ:16.07,32.04,53.73,54.87,90.74,100.26,113.63,116.78,118.69,118.86,119.81,119.99,123.19,124.68,124.86,125.77,127.79,128.35,131.26,133.60,134.24,135.61,138.94,142.74,150.48,150.62,151.14,151.31,155.43.HRMS (ESI-TOF+):m/z[M+H]+计算值:C28H24F2N5O:484.1943;实测值484.1933.
TBI-531,5-(3,4-二氟苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.23-1.79(10H,m),3.14-3.20(1H,m),4.03(3H,s),5.26(1H,s,CH-C=N),6.43-6.46(1H,d,J=7.5Hz),6.88-6.93(2H,m),7.11-7.25(4H,m),7.49-7.58(1H,dd,J=8.7Hz),7.67-7.70(1H,d,J=7.5Hz),7.80-7.84(2H,m).13C NMR(100MHz,CDCl3)δ:24.21,25.95,33.50,33.61,53.71,57.38,89.42,100.14,113.53,116.80,118.71,118.89,119.75,119.94,123.03,124.54,124.89,125.77,127.65,128.29,131.41,133.67,134.62,135.56,138.71,142.84,149.56,150.42,151.34,152.19,153.02,155.38.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F2N5O:512.2256;实测值512.2263.
TBI-532,5-(3,4-二氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65-1.68(4H,m),3.46-3.55(3H,m),4.05(5H,m),5.25(1H,s,CH-C=N),6.45-6.48(1H,d,J=9.0Hz),6.90-6.95(2H,m),7.13-7.24(4H,m),7.51-7.60(1H,dd,J=9.0Hz,8.7Hz),7.70-7.72(1H,d,J=7.5Hz),7.81-7.85(2H,m),9.08(1H,s).HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26F2N5O2:514.2049;实测值514.2042.
TBI-300,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.05(6H,d,J=6.3Hz,-CH(CH 3 )2),2.58(3H,s,-CH 3 ),3.41(1H,m,-CH(CH3)2),5.38(1H,s,4-H),6.50(1H,d,J=7.8Hz,6-H),6.85(1H,s,1-H),7.13(2H,q,J1=8.1Hz,J2=7.8Hz,7-H,8-H),7.20(2H,d,J=7.5Hz,2″-H,6″-H),7.28(1H,d,J=8.1Hz,9-H),7.50(2H,d,J=7.5Hz,3″-H,5″-H),7.68(1H,d,J=7.2Hz,4′-H),7.78(1H,d,J=7.8Hz,5′-H),7.32(1H,d,J=4.2Hz,6′-H),8.58(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.43,23.51,49.21,89.03,99.43,114.29,122.72,123.60,127.59,127.81,128.13,12837,131.83,134.85,135.19,135.69,137.03,139.74,143.66,143.91,144.10,150.63,150.91.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H26N5:420.2157;实测值420.2156.
TBI-301,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.12(2H,m,-CH 2 -CH2-OCH3),1.41(2H,m,-CH2 CH 2 -OCH3),1.70(2H,m,CH-CH 2 ),2.09(2H,m,CH-CH 2 ),2.58(3H,s,-CH3),3.05(1H,m,-CH-OCH3),3.18(1H,m,-N-CH),3.18((3H,s,-OCH3),5.35(1H,s,4-H),6.55(1H,d,J=7.2Hz,6-H),6.87(1H,s,1-H),7.14(2H,q,J=8.1Hz,J=7.2Hz,7-H,8-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.28(1H,d,J=8.1Hz,9-H),7.50(2H,d,J=7.8Hz,3″-H,5″-H),7.60(1H,d,J=6.6Hz,4′-H),7.69(1H,d,J=8.1Hz,5′-H),8.32(1H,d,J=4.2Hz,6′-H),8.57(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.44,29.97,31.09,55.87,57.19,78.57,89.08,99.58,114.58,122.81,123.62,127.77,128.28,131.76,134.73,135.17,135.71,136.87,139.94,143.51,143.89,144.18,150.81,151.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2589;
实测值490.2587.
TBI-302,5-(4-甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢-吩嗪:
1H NMR(300MHz,CDCl3)δ:2.20-2.30(8H,m,-CH2CH2OCH2CH2-),2.70(2H,CH2CH2),3.25(2H,CH2CH2),3.65(3H,s,-CH3),5.35(1H,s,4-H),6.51(1H,d,J=7.2Hz,6-H),6.85(1H,s,1-H),7.10(2H,q,J=8.1Hz,J=7.2Hz,7-H,8-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.32(1H,m,9-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.71(1H,d,J=5.4Hz,4′-H),7.79(1H,d,J=6.9Hz,5′-H),8.32(1H,6′-H),8.57(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.41,54.07,66.93,88.95,99.58,114.52,123.04,123.68,127.91,128.21,132.02,124.76,135.25,135.74,136.74,139.94,143.33,143.92,144.35,152.99.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H31N6O:491.2583;实测值491.2582.
TBI-303,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.63(4H,m,-CH 2 -CH-CH 2 -),2.57(3H,s,-CH3),3.29(1H,m-CH2-CH-CH2-),3.40(2H,m,-CH2-O),3.99(2H,m,-CH2-O),5.27(1H,s,4-H),6.58(1H,d,J=7.5Hz,6-H),6.87(1H,s,1-H),7.15(2H,q,J=7.8Hz,J=7.5Hz,7-H,8-H),7.19(2H,d,J=8.1Hz,2″-H,6″-H),7.35(1H,d,J=7.8Hz,9-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=6.9Hz,4′-H),7.81(1H,d,J=8.4Hz,5′-H),8.37(1H,d,J=3.9Hz,6′-H),8.60(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.41,33.40,54.32,66.21,88.96,99.63,114.38,122.92,123.67,127.86,127.93,128.35,131.81,134.84,135.31,135.72,136.80,139.90,143.57,143.97,144.35,150.74,151.37.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O:462.2584:实测值462.2582.
TBI-304,5-(4-甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢-吩嗪:
1H NMR(300MHz,CDCl3)δ:1.66(4H,m,-CH 2 -CH-CH 2 -),2.20(2H,m,-CH2-N),2.27(3H,s,N-CH3),2.53(3H,s,-CH3),2.78(2H,m,-CH2-N),3.11(1H,m-CH2-CH-CH2-),5.53(1H,s,4-H),6.57(1H,d,J=7.2Hz,6-H),6.83(1H,s,1-H),7.13(2H,q,J=7.2Hz,J=8.4Hz,7-H,8-H),7.20(2H,d,J=8.1Hz,2″-H,6″-H),7.30(1H,d,J=8.4Hz,9-H),7.52(2H,d,J=7.2Hz,3″-H,5″-H),7.70(1H,d,J=6.6Hz,4′-H),7.78(1H,d,J=8.4Hz,5′-H),8.33(1H,d,J=4.8Hz,6′-H),8.59(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.41,26.39,32.46,46.28,53.86,89.12,99.61,114.45,123.68,127.92,128.29,131.82,134.79,135.25,136.85,143.50,144.02,144.34,151.38.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H31N6:475.2548;实测值475.2546.
TBI-305,5-(4-甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.89(6H,d,J=6.9Hz,(CH 3 )2-CH-),1.58-1.99(8H,m,-CH 2 -CH 2 -CH-CH 2 -CH 2 -),2.07(2H,d,J=5.4Hz,CH 2 -CH),2.55(3H,s,-CH3),2.78(1H,m,(CH3)2-CH-),3.11(1H,m,N-CH-CH2-),5.31(1H,s,4-H),6.55(1H,d,J=7.8Hz,6-H),6.88(1H,s,1-H),7.14(2H,m,7-H,8-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.30(1H,m,9-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.69(1H,d,J=6.0Hz,4′-H),7.78(1H,d,J=6.0Hz,5′-H),8.28(1H,d,J=4.5Hz,6′-H),8.58(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:20.98,21.40,25.72,31.85,32.72,52.43,55.78,67.11,89.16,99.47,109.76,114.34,122.79,123.64,127.72,128.35,131.35,135.79,135.79,136.95,139.77,143.87,144.14,151.12,155.00.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H37N6:517.3156;实测值517.3157.
TBI-306,5-(4-甲基苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.13-1.75(10H,m,-CH2-CH2-CH2-CH2-CH2-),2.53(6H,s-CH3,py-CH3),3.06(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.53(1H,d,J=7.5Hz,6-H),6.72(1H,s,1-H),7.08-7.16(3H,m,7-H,8-H,9-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,d,J=7.8Hz,3″-H,5″-H),7.67(1H,d,J=2.7Hz,4′-H),7.61(1H,d,J=2.7Hz,5′-H),8.45(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.36,23.80,24.68,25.86,33.58,57.81,89.32,98.79,114.21,122.21,123.12,127.39,128.04,128.39,129.28,131.69,134.28,134.93,135.05,135.71,139.65,143.67,144.41,120.83,151.03,153.11.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5:474.3848;测定值474.3846.
TBI-307,5-(4-甲基苯基)-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.35-2.15(16H,m,-CH 2 H-CH 2 H-N-CH 2 -CH 2 -,-CH 2-CH 2 -CH 2 -CH 2 -),2.52(3H,s,-CH3),2.91(1H,m,-CH2-CH-CH2-),3.12(1H,m,N-CH-CH2),5.28(1H,s,4-H),6.55(1H,d,J=6.6Hz,6-H),6.89(1H,s,1-H),7.12(2H,m,7-H,8-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.31(1H,m,9-H),7.52(2H,d,J=7.8Hz,3″-H,5″-H),7.62(1H,d,J=5.4Hz,4′-H),7.80(1H,d,J=6.9Hz,5′-H),8.32(1H,d,J=3.9Hz,6′-H),8.57(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.41,24.15,30.64,32.69,50.81,67.71,89.19,99.56,114.38,122.85,123.67,127.77,128.28,131.83,135.28,136.86,143.50,143.93,150.04.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H37N6:529.2046;实测值529.3054.
TBI-308,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.19(6H,d,J=6.3Hz,-CH(CH 3 ) 2),2.54(3H,s,-CH 3 ),3.43(1H,m,-CH(CH3)2),4.03(3H,s,-OCH3),5.32(1H,s,4-H),6.48(1H,d,J=7.8Hz,6-H),6.90(1H,J=8.1Hz,9-H),6.92(1H,s,1-H),7.12(2H,m,7-H,8-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.49(2H,d,J=7.8Hz,3″-H,5″-H),7.68(1H,d,J=7.2Hz,4′-H),7.80(1H,d,J=5.1Hz,5′-H),7.85(1H,d,J=7.8Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.42,23.51,49.23,53.68,89.21,100.14,114.19,116.79,122.56,124.88,124.99,127.49,128.03,128.44,131.80,132.07,134.90,135.06,138.67,139.65,142.90,150.86,151.26,155.49.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H28N5O:450.2334;实测值450.2330.
TBI-309,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.21(2H,m,-CH2-CH 2 -),1.42(2H,m,-CH 2 -CH2-),1.70(2H,m,-CH-CH 2-),2.08(2H,m,-CH-CH 2 -),2.58(3H,s,-CH3),3.10(1H,m,-CH2-CH-CH2-),3.24(1H,m,-CH2-CH-CH2-),3.38(3H,s,-OCH3),4.05(3H,s,-OCH3),5.23(1H,s,4-H),6.52(1H,d,J=6.2Hz,6-H),6.91(1H,m,9-H),6.95(1H,s,1-H),7.12(2H,m,7-H,8-H),7.17(2H,d,J=8.1Hz,2″-H,6″-H),7.49(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=8.1Hz,4′-H),7.80(1H,d,J=6.3Hz,5-H),7.87(1H,d,J=8.1Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.43,29.54,30.77,53.6,55.83,56.82,78.43,89.21,100.25,114.24,116.83,122.63,124.54,124.98,127.60,128.09,128.35,131.74,132.00,134.80,135.66,138.58,139.82,139.82,142.72,151.19,151.50,155.34.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34N5O2:520.2750;实测值520.2751.
TBI-310,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.64(2H,m,-CH 2 -CH 2 -),2.57(3H,s,-CH3),3.42-3.91(4H,m,-CH 2 -CH 2 -),4.02(1H,m,-CH2-CH-CH2-),4.13(3H,s,-OCH3),5.23(1H,s,4-H),6.53(1H,d,J=9.3Hz,6-H),6.91(1H,m,9-H),6.95(1H,s,1-H),7.14(2H,m,7-H,8-H),7.18(2H,d,J=8.1Hz,2″-H,6″-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.71(1H,d,J=6.0Hz,4′-H),7.81(1H,d,J=5.1Hz,5′-H),7.87(1H,d,J=8.1Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.39,33,29,53.29,53.73,65.68,88.97,100.32,114.29,116.83,122.83,124.24,124.98.128.16,128.36,131.78.131.89,134.84,135.26,135.68,138.56,139.79,142.62,151.02,151.41,155.28.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O2:492.2514;实测值492.2513.
TBI-311,5-(4-甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:2.51(3H,s,-CH3),2.52(4H,m,-CH 2 -CH 2 -),2.78-2.83(4H,m,-CH 2 -N-CH 2 -),3.30-3.38(4H,m,-CH 2-O-CH 2 -),4.05(3H,s,-OCH3),5.25(1H,s,4-H),6.52(1H,d,J=6.9Hz,6-H),6.93(1H,m,9-H),6.98(1H,s,1-H),7.12(2H,m,7-H,8-H),7.18(2H,d,J=7.8Hz,2″-H,6″-H),7.30(2H,d,J=7.8Hz,3″-H,5″-H),7.71(1H,d,J=6.6Hz,4′-H),7.82(1H,d,J=4.5Hz,5′-H),7.86(1H,d,J=7.8Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.40,48.29,53.71,54.20,59.83,67.00,89.09,100.22,114.43,116.86,122.90,124.65,127.79,128.24,131.99,134.78,135.15,138.83,139.83,142.48,153.10.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H33N6O2:521.2713;实测值521.2712.
TBI-312,5-(4-甲基苯基)-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.17-1.74(10H,m,-CH2-CH2-CH2-CH2-CH2-),2.54(6H,s,-CH3,py-CH3),3.12(1H,m,-CH2-CH-CH2-),5.30(1H,s,4-H),6.53(1H,d,J=7.5Hz,6-H),6.61(1H,s,1-H),7.11-7.17(3H,m,7-H,8-H,9-H),7.20(2H,d,J=8.1Hz,2″-H,6″-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.66(1H,d,J=6.9Hz,4′-H),7.82(1H,d,J=7.8Hz,5′-H).8.24(1H,d,J=3.6Hz,6′-H).13C NMR(100MHz,CDCl3)δ:20.92,21.37,24.40,25.91,33.54,57.25,89.24,98.81,114.24,121.63,122.65,127.42,128.02,128.38,131.72,134.92,135.02,135.13,139.68,143.80,144.05,150.70,151.04,151.89.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5:474.2645;实测值474.2642.
TBI-313,5-(4-甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.63(4H,m,-CH 2 -CH-CH 2 -),2.08(2H,m,-CH 2 -N-CH2-),2.37(3H,s,-CH3),2.59(3H,s,-N-CH3),2.78(2H,m,-CH 2-N-CH2-),3.21(1H,m,-CH2-CH-CH2-),4.03(3H,s,-OCH3),5.23(1H,s,4-H),6.53(1H,d,J=9.0Hz,6-H),6.92(1H,m,9-H),6.98(1H,s,1-H),7.14(2H,m,7-H,8-H),7.20(2H,d,J=8.4Hz,2″H,6″-H),7.51(2H,d,J=8.4Hz,3″-H,5″-H),7.70(1H,d,J=6.0Hz,4′-H),7.79(1H,d,J=6.0Hz,5′-H),7.86(1H,d,J=6.0Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.40,32.50,46.45,53.36,53.67,89.04,100.24,114.26,116.84,122.69,124.03,125.07,127.63,128.11,128.37,131.79,131.96,134.84,135.22,135.67,138.40,139.75,142.57,151.21,155.22.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H33N6O:505.2753;实测值505.2751.
TBI-314,5-(4-甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.92(6H,d,J =6.6Hz,(CH 3 )2-CH),1.62(4H,m,-CH 2 -CH-CH 2 -),1.79(1H,m,-CH2-CH-CH2-),2.05(4H,m,-CH 2 -N-CH 2 -),2.57(3H,s,-CH3),2.76(2H,m,-N-CH 2 -CH-),3.38(1H,m,-CH2-CH-CH2-),4.02(3H,s,-OCH3),5.24(1H,s,4-H),6.53(1H,d,J=7.8Hz,6-H),6.91(1H,m,9-H),6.97(1H,s,1-H),7.14(2H,m,7-H,8-H),7.20(2H,d,J=8.4Hz,2″-H,6″-H),7.51(2H,d,J=8.4Hz,3″-H,5″-H),7.69(1H,d,J=5.4Hz,4′-H),7.79(1H,d,J=4.8Hz,5′-H),7.85(1H,d,J=6.2Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.08,21.39,32.68,51.98,53.68,89.20,100.20,114.23,122.63,124.18,125.06,127.58,128.09,128.39,131.77,131.99,134.86,135.15,135.66,134.86,135.15,135.66,138.43,139.71,142.65,151.19.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H39N6O:547.3116;实测值547.3115.
TBI-315,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.15(6H,d,J=6.3Hz,(CH 3 )2-CH-),2.57(6H,s,-CH3,py-CH3),3.48(1H,m,(CH3)2-CH-),5.45(1H,s,4-H),6.61(1H,d,J=7.2Hz,6-H),6.83(1H,s,1-H),7.15-7.18(3H,m,7-H,8-H,9-H),7.22(2H,d,J=8.4Hz,2″-H,6″-H),7.53(2H,d,J=8.4Hz,3″-H,5″-H),7.61(1H,d,J=6.9Hz,4′-H),7.78(1H,d,J=6.9Hz,5′-H),8.50(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.44,22.90,23.81,48.83,89.15,99.84,114.73,123.29,128.10,128.45,129.96,131.86,134.21,134.60,135.20,136.31,140.17,144.00,151.09,153.50,176.99.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H28N5:434.2303;实测值434.2305.
TBI-316,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.15(2H,m,-CH 2 -CH-CH2-),1.41(2H,m,-CH 2 -CH-CH2-),1.70(2H,-CH 2 -CH-CH2-),2.08(2H,m,-CH 2 -CH-CH2-),2.53(6H,s,-CH3,py-CH3),3.08(1H,m,-CH2-CH-CH2-),3.18(1H,m,-CH2-CH-CH2-),3.38(3H,s,-OCH3),5.25(1H,s,4-H),6.52(1H,d,J=8.4Hz,6-H),6.74(1H,s,1-H),7.09-7.14(3H,m,7-H,8-H,9-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,d,J=7.8Hz;,3″-H,5″-H),7.67(1H,d,J=4.5Hz,4-H),7.70(1H,d,J=4.5Hz,5-H),8.43(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.43,23.81,30.00,31.16,55.86,57.26,78.63,89.05,98.91,114.28,122.69,123.13,127.52,128.09,128.31,129.28,131.72,134.11,134.81,135.11,125.68,139.86,143.68,144.27,150.90,151.39,153.22.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34N5O:504.2719;实测值504.2718.
TBI-317,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.61(4H,m,-CH 2-CH 2-),2.58(6H,s,-CH3,py-CH3),3.11-3.52(4H,m,-CH 2 -CH 2 -),3.98(1H,m,-CH2-CH-CH2-),5.23(1H,s,4-H),6.53(1H,d,J=7.8Hz,6-H),6.77(1H,s,1-H),7.11-7.18(3H,m,7-H,8-H,9-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.67(1H,d,J=2.7Hz,4′-H),7.81(1H,d,J=2.7Hz,5′-H),8.46(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.36,23.82,33.02,33.38,54.31,66.19,88.92,98.98,114.32,122.82,123.17,127.61,128.16,128.33,129.45,131.75,134.02,135.22,135.70,139.82,143.75,144.30,150.72,151.40,153.39.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2527;实测值476.2526.
TBI-318,5-(4-甲基苯基-3-(2-吗啉代乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.51(3H,s,-CH3),2.52(4H,m,-CH 2 -CH 2 -),2.78(2H,q,CH 2 -CH2-N-),3.35(2H,q,-CH2-CH 2 -N-),2.53(6H,s,-CH3,py-CH3),5.25(1H,s,4-H),6.52(1H,d,J=8.4Hz,6-H),6.74(1H,s,1-H),7.09-7.14(3H,m,7-H,8-H,9-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,d,J=7.8Hz,3″-H,5″-H),7.67(1H,d,J=4.5Hz,4′-H),7.70(1H,d,J=4.5Hz,5′-H),8.43(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.40,48.29,53.71,54.20,59.83,67.00,98.91,114.28,122.69,123.13,127.52,128.09,128.31,129.28,131.72,134.11,134.81,135.11,125.68,139.86,143.68,144.27,150.90,151.39,153.22.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H33N6O:505.2724;实测值505.2726.
TBI-319,5-(4-甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65(4H,m,-CH 2 -CH 2 -),2.01(2H,m,-CH 2 -N-CH2-).2.27(3H,s,-NCH3),2.55(6H,s,-CH3,-py-CH3),2.77(2H,m,-CH2-N-CH 2 -),3.13(1H,m,-CH2-CH-CH2-),5.27(1H,s,4-H),6.53(1H,d,J=7.5Hz,6-H),6.75(1H,s,1-H),7.10-7.17(3H,m,7-H,8-H,9-H),7.19(2H,d,J=8.1Hz,2″-H,6″-H),7.52(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=2.7Hz,4′-H),7.61(1H,d,J=2.7Hz,5′-H),8.45(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.38,23.82,32.61,64.39,54.00,89.08,98.92,114.31,122.75,123.17,127.54,128.33,129.40,131.75,134.10,134.87,135.17,135.71,139.77,143.76,144.29,151.35,153.33.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H33N6:489.2776;实测值489.2775.
TBI-320,5-(4-甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.89(6H,d,J=6.6Hz,(CH 3 ) 2-CH),1.61-2.08(9H,m,-CH2-CH2-CH-CH2-CH2),2.55(6H,s,-CH3,-py-CH3,2.77(2H,m,-N-CH 2-CH),3.10(1H,m,-CH-(CH3)2),5.23(1H,s,4-H),6.74(1H,d,J=7.5Hz,6-H),6.75(1H,s,1-H),7.09-7.18(3H,m,7-H,8-H,9-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.67(1H,d,J=7.8Hz,4′-H),7.61(1H,d,J=7.8Hz,5′-H),8.45(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:20.97,21.38,23.82,25.73,32.77,52.48,55.86,67.11,89.15,98.83,114.24,122.67,123.14,127.45,128.09,128.37,129.22,131.73,134.18,134.91,135.12,135.69,139.69,143.66,144.31,151.13,153.17.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H39N6:531.3403;实测值531.3400.
TBI-321,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.13(6H,d,J=5.7Hz,(CH 3 ) 2-CH-),2.53(6H,s,-CH3,py-CH3),3.47(1H,m,-CH-(CH3)2),5.41(1H,s,4-H),6.53(1H,s,6-H),6.59(1H,s,1-H),7.15-7.18(3H,m,7-H,8-H,9-H),7.20(2H,d,J=8.1Hz,2″-H,6″-H),7.52(2H,d,J=8.1Hz,3″-H,5″-H),7.71(1H,d,J=6.6Hz,4′-H),7.81(1H,d,J=8.1Hz,5′-H),8.30(1H,d,J=4.2Hz,6′-H).13C NMR(100MHz,CDCl3)δ:20.94,21.44,23.14,48.87,89.07,99.42,114.57,121.74,123.19,128.20,129.70,131.85,134.71,135.21,136.02,141.02,144.07,144.36,150.83.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H28N5:434.2330;实测值434.2334.
TBI-322,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.21(2H,m,-CH 2 -CH2-),1.41(2H,m,-CH2-CH 2 -),1.17(2H,m,-CH2-CH 2 -),2.05(2H,m,-CH 2 -CH2-),2.52(6H,s,-CH3,py-CH3),3.10(1H,m,-CH2-CH-CH2-),3.35(1H,m,-CH2-CH-CH2-),3.75(3H,s,-OCH3),5.25(1H,s,4-H),6.52(1H,d,J=8.4Hz,6-H),6.61(1H,s,1-H),7.08-7.15(3H,m,7-H,8-H,9-H),7.18(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,d,J=7.8Hz,3″-H,5″-H),7.68(1H,d,J=7.5Hz,4′-H),7.72(1H,d,J=7.2Hz,5′-H),8.27(1H,d,J=3.6Hz,6′-H).13C NMR(100MHz,CDCl3)δ:20.91,21.44,29.73,30.99,55.85,56.88,78.45,89.01,98.96,114.32,121.65,122.73,127.57,128.09,128.30,128.81,131.75,134.82,135.17,135.66,139.89,143.97,150.90,151.32,151.97.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34N5O:504.2765;实测值504.2767.
TBI-323,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.67(4H,m,-CH 2-CH 2 -),2.52(6H,s,-CH3,py-CH3),3.32-3.51(3H,m,-CH 2 -CH-CH2-),3.92-4.01(2H,m,-CH2-CH-CH 2 -),5.23(1H,s,4-H),6.44(1H,d,J=8.7Hz,6-H),6.63(1H,s,1-H),7.10-7.18(3H,m,7-H,8-H,9-H),7.20(2H,d,J=8.1Hz,2″-H,6″-H),7.32(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=7.5Hz,4′-H),7.72(1H,d,J=7.8Hz,5′-H),8.28(1H,d,J=3.9Hz,6′-H).13C NMR(100MHz,CDCl3)δ:20.95,21.38,33.03,33.34,53.65,65.91,88.86,99.03,114.36,121.67,122.86,127.67,128.16,128.32,128.82,131.79,134.72,134.85,135.67,139.86,143.92,144.07,150.73,151.32,151.98.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2453;实测值476.2450.
TBI-324,5-(4-甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.48(4H,m,-CH 2 -O-CH 2 -),2.57(6H,s,-CH3,py-CH3),2.73(2H,m,-CH 2 -CH2-),3.36(2H,m,-CH2-CH 2 -),3.70(4H,m,-CH 2 -N-CH 2 -),5.33(1H,s,4-H),6.57(1H,s,6-H),6.62(1H,s,1-H),7.10-7.15(3H,m,7-H,8-H,9-H),7.18(2H,d,J=6.9Hz,2″-H,6″-H),7.51(2H,d,J=6.9Hz,3″-H,5″-H),7.71(1H,s,4′-H),7.81(1H,d,J=7.8Hz,5′-H),8.30(1H,s,6′-H).13C NMR(100MHz,CDCl3)δ:20.98,21.41,47.96,54.15,60.02,66.95,88.95,98.98,114.48,121.72,122.97,127.71,128.22,129.24,132.02,134.82,135.23,135.72,139.88,143.89,144.28,152.92.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H33N6O:505.2847;实测值505.2846.
TBI-325,5-(4-甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.79(6H,d,J=6.2Hz,(CH 3 )2-CH-),1.62(4H,m,-CH 2-CH-CH 2 -),1.75(1H,m,CH2-CH-CH2-),1.92-2.09(4H,m,-CH 2 -N-CH 2 -),2.57(6H,s,-CH3,py-CH3),2.71(2H,q,-CH 2 -CH-),3.15(1H,m,(CH3)2-CH-),5.25(1H,s,4-H),6.54(1H,d,J=7.8Hz,6-H),6.65(1H,s,1-H),7.08-7.18(3H,m,7-H,8-H,9-H),7.21(2H,d,J=8.1Hz,2″-H,6″-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=8.4Hz,4′-H),7.86(1H,d,J=7.8Hz,5′-H),8.25(1H,d,J=3.6Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.01,21.38,25.69,32.76,52.20,55.15,67.25,89.08,98.89,114.28,121.63,122.71,127.51,128.08,128.36,131.76,134.89,135.19,135.66,139.74,143.79,151.04,151.77.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H39N6:531.3357;实测值531.3359.
TBI-326,5-(4-甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.60-1.78(4H,m,-CH 2 -CH-CH 2 -),2.05-2.15(2H,m,-CH 2 -CH2-),2.29(3H,s,-N-CH3),2.53(6H,s,-CH3,py-CH3),2.70-2.80(2H,m,-CH2-CH 2 -),3.19(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.52(1H,d,J =7.2Hz,6-H),6.68(1H,s,1-H),7.09-7.15(3H,m,7-H,8-H,9-H),7.20(2H,d,J=8.4Hz,2″-H,6″H),7.52(2H,d,J=8.4Hz,3″-H,5″-H),7.70(1H,d,J=6.9Hz,4′-H),7.85(1H,d,J=8.1Hz,5′-H),8.28(1H,d,J=3.9Hz,6′-H).13C NMR(100MHz,CDCl3)δ:20.98,21.40,32.43,46.36,53.54,88.98,98.96,114.38,121.68,122.88,127.67,128.28,131.80,134.81,135.26139.86,143.77,151.20.HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H33N6:489.2862;实测值489.2860.
TBI-327,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.09(6H,d,J=6.0Hz,(CH 3 ) 2-CH-),2.37(3H,s,-CH3),2.52(3H,s,py-CH3),3.34(1H,m,(CH3)2-CH-),5.33(1H,s,4-H),6.51(1H,d,J=8.4Hz,6-H),6.83(1H,s,1-H),7.08-7.17(2H,m,7-H,8-H),7.20(2H,d,J=7.5Hz,2″-H,6″-H),7.49(2H,d,J=7.5Hz,3″-H,5″-H),7.59(1H,s,4′-H),7.69(1H,d,J=7.5Hz,9-H),8.18(1H,s,6′-H),8.39(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:18.46,21.43,23.52,49.23,89.04,99.33,114.26,122.68,127.53,128.05,128.26,128.40,131.82,133.44,134.88,135.15,135.65,136.60,139.72,141.08,143.75,144.78,150.61,151.04.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H28N5:434.2331;实测值434.2330.
TBI-328,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.57-1.67(4H,m,-CH 2 -CH-CH 2 -),2.38(3H,s,-CH3),2.53(3H,s,py-CH3),3.32-3.43(3H,m,-CH 2 -CH-CH2-),3.93-4.02(2H,m,-CH-CH2-CH 2 -),5.24(1H,s,4-H),6.58(1H,d,J=7.5Hz,6-H),6.87(1H,s,1-H),7.11-7.18(2H,m,7-H,8-H),7.21(2H,d,J=7.5Hz,2″-H,6″-H),7.42(2H,d,J=7.5Hz,3″-H,5″-H),7.58(1H,s,4-H),7.72(1H,d,J=7.5Hz,9-H),8.18(1H,s,6′-H),8.41(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:18.44,21.37,33.36,54.24,66.16,88.94,99.49,114.35,122.87,127.76,128.18,128.32,131.77,133.53,134.82,135.25,135.67,136.38,139.86,141.06,143.3,144.95,150.77,151.35.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2450;实测值476.2453.
TBI-329,5-(4-甲基苯基)-3-环己基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.38-1.78(10H,m,-CH 2 -CH2-CH 2 -CH 2 -CH 2 -),2.38(3H,s,-CH3),2.53(3H,s,py-CH3),3.06(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.54(1H,d,J=8.1Hz,6-H),6.83(1H,s,1-H),7.08-7.18(2H,m,7-H,8-H),7.20(2H,d,J=7.2Hz,2″-H,6″-H),7.31(2H,d,J=7.2Hz,3″-H,5″-H),7.59(1H,s,4′-H),7.69(1H,d,J=7.5Hz,9-H),8.15(1H,s,6′-H),8.38(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:18.46,21.37,24.64,25.87,33.57,57.74,89.34,99.29,114.23,122.65,127.51,128.04,128.19,128.39,131.71,133.45,134.90,135.09,135.68,136.65,139.68,141.03,143.77,144.71,150.75,151.09.HRMS (ESI-TOF+):m/z[M+H]+计算值:C31H32N5:474.2811;实测值474.2810.
TBI-330,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.46(4H,m,-CH 2 -CH-CH 2 -),1.68(2H,m,-CH2-CH 2 -),2.08(2H,m,-CH2-CH 2 -),2.38(3H,s,-CH3),2.54(3H,s,py-CH3),3.05(1H,m,-CH2-CH-CH2-),3.18(1H,m,-CH2-CH-CH2-),3.36(3H,s,-OCH3),5.29(1H,s,4-H),6.53(1H,d,J=7.8Hz,6-H),6.85(1H,s,1-H),7.11-7.15(2H,m,7-H,8-H),7.19(2H,d,J=8.1Hz,2″-H,6″-H),7.50(2H,d,J=8.1Hz,3″-H,5″-H),7.59(1H,s,4′-H),7.69(1H,d,J=7.5Hz,9-H),8.18(1H,s,6′-H),8.28(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:18.46,21.44,29.95,31.11,55.86,57.20,78.59,89.08,99.43,114.32,122.74,127.67,128.10,128.29,131.75,133.48,135.15,135.65,136.48,139.90,141.03,143.62,144.81,150.93,151.34.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34N5O:504.2765;实测值504.2767.
TBI-331,5-(4-甲基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.18-1.78(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),2.54(3H,s,-CH3),3.12(1H,m,-CH2-CH-CH2-),4.03(3H,s,-OCH3),5.28(1H,s,4-H),6.52(1H,d,J=8.4Hz,6-H),6.90(1H,m,9-H),6.94(1H,s,1-H),7.08-7.15(2H,m,7-H,8-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.48(2H,d,J=7.8Hz,3″-H,5″-H),7.68(1H,d,J=4.5Hz,4′-H),7.78(1H,d,J=4.5Hz,5′-H),7.85(1H,d,J=7.5Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.36,24.26,26.01,33.47,53.67,89.45,100.14,114.15,116.81,122.52,124.42,125.09,127.48,128.02,128.44,131.71,132.05,134.92,135.02,135.64,138.47,139.60,142.83,150.84,151.36,155.35.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.4489;实测值490.4486.
TBI-332,5-(4-甲基苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.14-1.31(4H,m,-CH 2 -CH-CH 2 -),1.45-1.73(4H,m,-CH2-CH-CH 2 -),2.55(3H,s,-CH3),3.10(1H,m,-CH2-CH-CH2-),3.72(1H,m,-CH2-CH-CH2-),4.04(3H,s,-OCH3),5.27(1H,s,4-H),6.55(1H,d,J=6.9Hz,6-H),6.95(1H,m,9-H),6.94(1H,s,1-H),7.03-7.15(2H,m,7-H,8-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.48(2H,d,J=7.8Hz,3″-H,5″-H),7.70(1H,d,J=6.9Hz,4′-H),7.80(1H,d,J=4.2Hz,5′-H),7.85(1H,d,J=2.7Hz,6′-H).13C NMR(100MHz,CDCl3)δ:21.43,30.85,33.33,53.59,56.69,69.88,89.21,100.22,114.26,122.66,124.62,124.94,127.63,128.10,128.35,131.75,134.81,135.10,135.66,136.53,138.62,139.81,142.72,151.60.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O2:506.2957;实测值506.2958.
TBI-333,5-(4-甲基苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.10-1.60(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),2.54(3H,s,-CH3),3.07(1H,m,-CH2-CH-CH2-),5.29(1H,s,4-H),6.53(1H,d,J=8.1Hz,6-H),6.91(1H,s,1-H),7.10-7.14(2H,m,7-H,8-H),7.18(2H,d,J=8.4Hz,2″-H,6″-H),7.30(1H,m,9-H),7.51(2H,d,J=8.4Hz,3″-H,5″-H),7.68(1H,d,J=4.8Hz,4′-H),7.79(1H,d,J=7.8Hz,5′-H),8.32(1H,d,J=4.8Hz,6′-H),8.57(1H,d,J=2.4Hz,2′-H).13C NMR(100MHz,CDCl3)δ:21.37,24.64,25.87,33.57,57.74,89.32,99.37,114.25,122.68,123.60,127.57,127.72,128.13,128.38,131.72,131.89,134.89,135.12,135.71,137.09,143.69,143.86,144.05,150.77,151.00.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5:460.2753;实测值:460.2752.
TBI-334,5-(4-甲基苯基)-3-(4-羟基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.17-1.51(4H,m,-CH 2 -CH-CH 2 -),1.67-2.04(4H,m,-CH 2 -CH-CH 2 -),2.54(6H,s,-CH3,-y-CH3),3.06(1H,m,-CH2-CH-CH2-),3.56(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.53(1H,d,J=8.7Hz,6-H),6.73(1H,s,1-H),7.10-7.18(3H,m,7-H,8-H,9-H),7.23(2H,d,J=8.1Hz,2″-H,6″-H),7.50(2H,d,J=8.1Hz,3″-H,5″-H),7.67(1H,d,J=8.1Hz,4-H),7.61(1H,d,J=8.1Hz,5′-H),8.45(1H,s,2′-H).13C NMR (100MHz,CDCl3)δ:21.43,23.78,31.21,33.69,57.05,70.04,89.03,98.90,114.29,122.29,123.17,127.54.128.09,128.33,129.31,131.74,134.13,135.12,135.67,139.83,143.65,144.27,150.89,151.46,153.23.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2673;实测值490.2672.
TBI-335,5-(4-甲基苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.13-1.46(4H,m,-CH 2 -CH 2 -),1.49-2.04(4H,m,-CH 2 -CH 2 -),2.54(6H,s,-CH3,py-CH3),3.71(1H,m,-CH2-CH-CH2-),4.21(1H,m,-CH2-CH-CH2-),5.30(1H,s,4-H),6.53(1H,d,J=7.8Hz,6-H),6.61(1H,s,1-H),7.11-7.17(3H,m,7-H,8-H,9-H),7.24(2H,d,J=8.1Hz,2″-H,6″-H),7.50(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=7.2Hz,4′-H),7.82(1H,d,J=7.8Hz,5′-H),8.26(1H,d,J=4.2Hz,6′-H).13C NMR (100MHz,CDCl3)δ:20.90,21.43,31.05,33.47,56.70,69.84,89.01,98.99,114.35,121.69,122.79,127.62,127.62,128.11,128.93,131.77,134.80,135.18,139.90,143.99,151.39.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2842;实测值490.2845.
TBI-336,5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.13(6H,d,J=7.9Hz,-CH-(CH 3 ) 2 ),3.50(1H,m,-CH-(CH3)2),5.30(1H,s,4-H),6.45(1H,d,J=7.5Hz,6-H),6.82(1H,s,1-H),7.17-7.24(2H,m,7-H,8-H),7.29-7.32(2H,m,5″-H,6″-H),7.51(1H,s,2″-H),7.70(1H,d,J=7.5Hz,4′-H),7.72(1H,d,J=7.8Hz,5′-H),7.82(1H,d,J=7.8Hz,9-H),8.34(1H,d,J=4.5Hz,6′-H),8.59(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:23.61,49.49,89.18,99.46,113.66,123.23,123.64,127.83,128.03,128.44,128.56,131.21,133.12,134.38,134.58,135.52,136.76,143.69,144.01,144.37,150.16,150.94.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H22Cl2N5:475.1295;实测值475.1296.
TBI-337,5-(4-甲基苯基)-3-(4-羟基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.17-1.50(4H,m,-CH 2 -CH-CH 2 -),1.66-1.70(2H,m,-CH2-CH-CH 2 -),1.95-2.04(2H,m,-CH2-CH-CH 2 -),2.27(3H,s,-CH3),2.54(3H,s,py-CH3),3.06(1H,m,-CH2-CH-CH2-),3.70(1H,m,-CH2-CH-CH2-),5.29(1H,s,4-H),6.53(1H,d,J=7.5Hz,6-H),6.84(1H,s,1-H),7.13-7.18(2H,m,7-H,8-H),7.19(2H,d,J=7.8Hz,2″-H,6″-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.58(1H,s,4′-H),7.70(1H,d,J=7.8Hz,9-H),8.16(1H,s,6′-H),8.38(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:18.45,21.44,31.18,33.65,57.01,70.02,89.07,99.43,114.32,122.77,127.68,128.31,131.77,133.51,134.80,135.16,135.66,136.47,139.87,141.02,143.61,144.82,150.93,151.41.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32N5O:490.2843;实测值490.2845.
TBI-338,5-(4-甲基苯基)-3-(4-羟基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.21-1.50(4H,m,-CH 2 -CH-CH 2 -),1.67-1.99(4H,m,-CH 2 -CH-CH 2 -),2.54(3H,s,-CH3),3.06(1H,m,-CH2-CH-CH2-),3.69(1H,m,-CH2-CH-CH2-),5.29(1H,s,4-H),6.53(1H,d,J=7.5Hz,6-H),6.85(1H,s,1-H),7.15-7.25(2H,m,7-H,8-H),7.27(2H,d,J=6.9Hz,2″-H,6″-H),7.32(1H,m,9-H),7.51(2H,d,J=6.9Hz,3″-H,5″-H),7.69(1H,d,J=7.2Hz,4′-H),7.78(1H,d,J=7.8Hz,5′-H),8.31(1H,s,6′-H),8.57(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.43,33.65,57.00,69.98,89.06,99.54,114.33.122.80,123.64,127.77,128.28,131.76,134.75,135.17,135.66,136.86,139.89,143.48,143.82,144.12,150.80,151.40.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O:476.2871;实测值476.2870.
TBI-339,5-(4-甲基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.80-0.86(4H,m,-CH 2 -CH 2 -),2.55(3H,s,-CH3),2.73(1H,m,-CH2-CH-CH2-),4.01(3H,s,-OCH3),5.59(1H,s,4-H),6.46(1H,d,J=7.8Hz,6-H),6.94(1H,m,9-H),7.12(1H,s,1-H),7.16-7.21(2H,m,7-H,8-H),7.20(2H,d,J=7.5Hz,2″-H,6″-H),7.49(2H,d,J=7.5Hz,3″-H,5″-H),7.67(1H,d,J=7.2Hz,4′-H),7.80(1H,d,J=7.2Hz,5′-H),7.85(1H,d,J=7.2Hz,6′-H).13C NMR(100MHz,CDCl3)δ:9.91,21.42,32.77,53.67,89.26,100.11,114.16,116.81,122.55,124.93,127.50,127.97,128.52.131.86,132.23,134.91,135.75,138.69,139.60,142.62,151.49,152.90,155.40.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5O:448.3371;实测值448.3370.
TBI-340,5-(4-甲基苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDC13)δ:0.79-0.86(4H,m,-CH 2 -CH 2 -),2.54(6H,s,-CH3,-py-CH3),3.73(1H,m,-CH2-CH-CH2-),5.60(1H,s,4-H),6.47(1H,d,J=7.5Hz,6-H),6.69(1H,s,1-H),7.07-7.16(3H,m,7-H,8-H,9-H),7.22(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,d,J=7.8Hz,3″-H,5″-H),7.65(1H,d,J=5.1Hz,4′-H),7.67(1H,d,J=5.1Hz,5′-H),8.41(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:9.76,21.42,23.81,32.72,89.40,98.86,114.22,122.63,123.16,127.6,128.01,128.48,129.53,131.86,132.05,134.00,134.95,135.77,139.65,143.80,144.14,151.22.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5:432.2232;实测值432.2235.
TBI-341,5-(4-甲基苯基)-3-环丙基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.78-0.89(4H,m,-CH 2 -CH 2 -),2.54(6H,s,-CH3,py-CH3),2.77(1H,m,-CH2-CH-CH2-),5.61(1H,s,4-H),6.48(1H,d,J=7.8Hz,6-H),6.53(1H,s,1-H),7.11-7.19(3H,m,7-H,8-H,9-H),7.25(2H,d,J=8.1Hz,2″-H,6″-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.66(1H,d,J=7.2Hz,4′-H),7.79(1H,d,J=8.1Hz,5′-H),8.29(1H,d,J=4.2Hz,6′-H).13C NMR(100MHz,CDCl3)δ:9.97,20.90,21.43,32.69,89.32,98.89,114.21,121.67,122.62,127.46,127.97,128.48,129.55,131.87,132.08,134.63,134.98,135.72,139.65,143.98,144.30,151.23,152.41.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5:432.2641;实测值432.2639.
TBI-342,5-(4-甲基苯基)-3-环丙基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.78-0.86(4H,m,-CH 2 -CH 2 -),2.27(3H,s,-CH3),2.53(3H,s,py-CH3),2.72(1H,m,-CH2-CH-CH2-),5.59(1H,s,4-H),6.47(1H,d,J=7.2Hz,6-H),6.79(1H,s,1-H),7.10-7.17(2H,m,7-H,8-H),7.22(2H,d,J=7.5Hz,2″-H,6″-H),7.49(2H,d,J=7.5Hz,3″-H,5″-H),7.56(1H,s,4′-H),7.67(1H,d,J=7.8Hz,9-H),8.16(1H,s,6′-H),8.35(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:9.82,18.45,21.43,32.74,89.42,99.34,114.23,122,65,127.58,129.01,128.47,131.88,133.48,134.97,135.74,136.34,139.67,141.15,143.48,144.92,151.27,152.68.HRMS(ESI-TOF+):m/z [M+H]+计算值:C28H26N5:432.2639;实测值432.2637.
TBI-343,5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.85-0.96(4H,m,-CH 2 -CH 2 -),2.77(1H,m,-CH2-CH-CH2-),5.55(1H,s,4-H),6.42(1H,d,J=7.5Hz,6-H),6.76(1H,s,1-H),7.13-7.20(2H,m,7-H,8-H),7.28-7.31(2H,m,5″-H,6″-H),7.51(1H,8,2″-H),7.65(1H,d,J=7.8Hz,4′-H),7.75(1H,d,J=7.8Hz,5′-H),7.81(1H,d,J=8.4Hz,9-H),8.33(1H,d,J=4.5Hz,6′-H),8.54(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:10.23,33.10,89.59,99.42,113.63,123.19,123.65,127.82,128.21,128.37,128.70,131.33,133.19,134.39,135.39,135.63,136.56,136.77,143.48,144.10,144.50,151.76,152.01.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H20C12N5:473.1143;测定值473.1147.
TBI-344,5-(4-甲基苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65-1.80(2H,m,-CH2-CH 2 -CH2-),2.01-2.22(4H,m,-CH 2 -CH2-CH 2 -),2.55(3H,s,-CH3),3.85(1H,m,-CH2-CH-CH2-),4.04(3H,s,-OCH3),5.15(1H,s,4-H),6.54(1H,d,J=7.5Hz,6-H),6.91(1H,m,9-H),6.93(1H,s,1-H),7.14-7.16(2H,m,7-H,8-H),7.20(2H,d,J=8.1Hz,2″-H,6″-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.72(1H,d,J=7.2Hz,4′-H),7.82(1H,d,J=7.2Hz,5′-H),7.85(1H,s,6′-H).13C NMR (100MHz,CDCl3)δ:16.01,21.43,31.78,53.70,54.57,90.69,100.52,114.40,116.84,122.93,124.76,125.26,127.77,128.19,128.38,131.76,134.69,134.77,135.87,138.99,139.82,142.70,150.91,151.68,155.57.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O:462.4060;实测值:462.4058.
TBI-345,5-(4-甲基苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65-2.12(6H,m,-CH 2 -CH 2 -CH 2 -),2.56(3H,s,-CH3),3.87(1H,m,-CH2-CH-CH2-),5.17(1H,s,4-H),6.55(1H,d,J=7.2Hz,6-H),6.88(1H,s,1-H),7.11-7.18(2H,m,7-H,8-H),7.21(2H,d,J=8.1Hz,2″-H,6″-H),7.31(1H,m,9-H),7.52(2H,d,J=8.1Hz,3″-H,5″-H),7.71(1H,d,J=6.9Hz,4′-H),7.79(1H,d,J=7.8Hz,5′-H),8.32(1H,d,J=6.9Hz,6′-H),8.61(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:16.01,21.34,31.72,54.51,90.52,99.76,114.50,123.07,123.67,127.96,128.31,131.79,134.79,135.89,136.83,139.93,143.98,144.30,151.43.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26N5:432.2232;实测值432.2235.
TBI-346,5-(4-甲基苯基)-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.65-1.79(2H,m,-CH2-CH 2 -CH2-),2.00-2.18(4H,m,-CH 2 -CH2-CH 2 -),2.56(6H,s,-CH3,-py-CH3),3.86(1H,m,-CH2-CH-CH2-),5.14(1H,s,4-H),6.53(1H,d,J=6.9Hz,6-H),6.70(1H,s,1-H),7.14-7.17(3H,m,7-H,8-H,9-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.51(2H,d,J=7.8Hz,3″-H,5″-H),7.65(1H,s,4′-H),7.79(1H,d,s,5′-H),8.47(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:16.01,21.42,23.81,31.889,54.73,90.51,98.94,114.36,122.82,123.188,127.58,128.13,129.45,131.75,134.50,134.71,135.75,139.76,143.75,144.24,150.84,151.46.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5:446.2436;实测值446.2435.
TBI-347,5-(4-甲基苯基)-3-环丁基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.68-1.81(2H,m,-CH2-CH 2 -CH2-),2.04-2.22(4H,m,-CH 2 -CH2-CH 2 -),2.56(6H,s,-CH3,py-CH3),3.89(1H,m,-CH2-CH-CH2-),5.22(1H,s,4-H),6.55(1H,s,1-H),6.50(1H,d,J=7.8Hz,6-H),7.16-7.20(3H,m,7-H,8-H,9-H),7.22(2H,d,J=8.1Hz,2″-H,6″-H),7.53(2H,d,J=8.1Hz,3″-H,5″-H),7.73(1H,d,J=78Hz,4′-H),7.88(1H,d,J=7.8Hz,5′-H),8.30(1H,d,J=6.9Hz,6′-H).13C NMR(100MHz,CDCl3)δ:16.01,20.99,21.43,24.03,31.44,53.98,90.45,99.57,114.68,121.77,123.43,128.00,128.21,128.43,130.29,131.79,134.65,134.79,136.14,137.36,140.08,143.97,144.72,150.15,151.41,152.96.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5:446.2588;实测值446.2587.
TBI-348,5-(4-甲基苯基)-3-环丁基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.64-1.80(2H,m,-CH2-CH 2 -CH2-),2.04-2.18(4H,m,-CH 2 -CH2-CH 2 -),2.37(3H,s,-CH3),2.56(3H,s,py-CH3),3.87(1H,m,-CH2-CH-CH2-),5.22(1H,s,4-H),6.62(1H,d,J=8.1Hz,6-H),6.93(1H,s,1-H),7.16-7.19(2H,m,7-H,8-H),7.22(2H,d,J=8.1Hz,2″-H,6″-H),7.52(2H,d,J=8.1Hz,3″-H,5″-H),7.60(1H,s,4′-H),7.77(1H,d,J=7.8Hz,9-H),8.18(1H,s,6′-H),8.43(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:19.61.21.43,32.36,89.56,99.71,114.41,122.94,123.67,127.89,128.34,131.89,134.75,135.01,135.93,136.75,137.44,139.84,143.26,144.00,144.31,150.87,152.88.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5:446.2586;实测值446.2589.
TBI-349,5-(4-甲基苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.80-0.86(6H,m,-CH 2 -CH-CH 2 -),2.54(3H,s,-CH3),2.71(1H,m,-CH2-CH-CH2-),5.64(1H,s,4-H),6.53(1H,d,J=7.2Hz,6-H),6.84(1H,s,1-H),7.16-7.21(2H,m,7-H,8-H),7.24(2H,d,J=8.1Hz,2″-H,6″-H),7.30(1H,m,9-H),7.51(2H,d,J=8.1Hz,3″-H,5″-H),7.70(1H,d,J=6.3Hz,4′-H),7.77(1H,d,J=7.5Hz,5′-H),8.32(1H,d,J=3.6Hz,6′-H),8.56(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:9.61,21.43,32.36,89.56,99.71,114.41,122.94,123.67,127.89,128.34,131.89,134.75,135.01,135.93,136.75,137.44,139.84,143.26,144.00,144.31,150.87,152.88.HRMS (ESI-TOF+):m/z[M+H]+计算值:C27H24N5:418.2233;实测值418.2231.
TBI-350,5-(3,4-二氯苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.24-2.04(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2-),3.14(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.47(1H,d,J=8.4Hz,6-H),6.76(1H,s,1-H),7.12-7.31(4H,m,7-H,8-H,5″-H,6″-H),7.50(1H,s,2″-H),7.76(1H,d,J=8.1Hz,4′-H),7.75(1H,d,J=7.8Hz,5′-H),7.81(1H,d,J=8.4Hz,9-H),8.33(1H,d,J=4.8Hz,6′-H),8.57(1H,d,J=2.1Hz,2′-H).13C NMR(100MHz,CDCl3)δ:24.54,25.81,33.67,57.94,89.47,99.45,113.63,123.20,123.63,127.82,127.93,128.44,128.56,131.08,131.27,132.99,134.27,134.46,135.29,135.56,136.75,143.70,143.96,144.33,150.31,151.00.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26Cl2N5:514.1720;实测值514.1719.
TBI-351,5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.52(4H,m,-CH 2 -CH-CH 2 -),3.42(3H,m,-CH 2 -CH-CH2-),3.97(2H,m,-CH2-CH-CH 2 -),5.27(1H,s,4-H),6.49(1H,d,J=7.8Hz,6-H),6.84(1H,s,1-H),7.14-7.33(4H,m,7-H,8-H,5″-H,6″-H),7.50(1H,s,2″-H),7.70(1H,d,J=7.2Hz,4′-H),7.75(1H,d,J=7.2Hz,5′-H),7.81(1H,d,J=8.4Hz,9-H),8.34(1H,d,J=4.5Hz,6′-H),8.59(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:33.41,54.31,66.02,89.02,99.64,113.77,123.44,123.68,128.04,128.14,128.45,128.57,130.93,131.18,133.07,134.47,135.38,135.57,136.55,136.65,143.61,144.04,144.56,150.67,150.90.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24Cl2N5O:516.1373;实测值516.1370.
TBI-352,5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.20-1.46(4H,m,-CH 2 -CH-CH 2 -),1.49-2.06(4H,m,-CH 2 -O-CH 2 -),3.14-3.20(2H,m,-CH2-CH-CH2-,-CH2-CH-CH2-),3.36(3H,s,-OCH3),5.27(1H,s,4-H),6.48(1H,d,J=7.8Hz,6-H),6.81(1H,s,1-H),7.13-7.31(4H,m,7-H,8-H,5″-H,6″-H),7.49(1H,s,2″-H),7.68(1H,d,J=7.2Hz,4′-H),7.75(1H,s,5′-H),7.81(1H,d,J=6.6Hz,9-H),8.33(1H,d,J=4.8Hz,6′-H),8.57(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:29.75,29.88,31.16,55.85,57.30,78.42,89.21,99.57,113.73,123.31,123.66,127.97,128.43,131.16,133.09,134.54,135.38,135.56,136.63,143.57,143.98,144.42,150.92.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28Cl2N5O:544.1173;实测值544.1172.
TBI-353,5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.12(6H,d,J=7.5Hz,(CH 3 ) 2 -CH-),2.55(3H,s,-CH3),3.51(1H,m,(CH3)2-CH-),5.29(1H,s,4-H),6.44(1H,d,J=7.5Hz,6-H),6.69(1H,s,1-H),7.11-7.23(5H,m,7-H,8-H,9-H,5″-H,6″-H),7.49(1H,s,2″-H),7.66(1H,d,J=3.0Hz,4′-H),7.82(1H,d,J=3.0Hz,5′-H),8.45(1H,d,J=2.4Hz,2′-H).13C NMR(100MHz,CDCl3)δ:23.53,23.82,49.48,89.16,98.86,113.63,123.17,128.33,128.57,129.55,131.06,131.23,133.09,134.33,134.52,135.35,136.82,143.82,144.45,150.22,150.96,153.47.HRMS(ESI-TOF+):m/z [M+H]+计算值:C27H24Cl2N5:488.1523;实测值488.1524.
TBI-354,5-(3,4-二氯苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.23-1.76(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),2.56(3H,s,-CH3),3.13(1H,m,-CH2-CH-CH2-),5.28(1H,s,4-H),6.47(1H,d,J=8.7Hz,6-H),6.69(1H,s,1-H),7.13-7.23(5H,m,7-H,8-H,9-H,5″-H,6″-H),7.49(1H,s,2″-H),7.66(1H,d,J=6.3Hz,4′-H),7.82(1H,d,J=2.7Hz,5′-H),8.45(1H,d,J=2.4Hz,2′-H).13C NMR(100MHz,CDCl3)δ:23.82,24.60,25.81,33.68,57.99,89.47,98.85,113.61,123.17,127.61,128.34,128.58,129.48,131.00,131.29,132.97,133.98,134.22,134.41,135.26,135.58,136.82,136.82,143.78,144.45,150.38,151.02,153.43.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28Cl2N5:528.1736;实测值528.1735.
TBI-355,5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.20-1.50(4H,m,-CH 2 -CH-CH 2 -),1.70-2.06(4H,m,-CH 2 -CH-CH 2 -),2.55(3H,s,py-CH3),3.10-3.23(2H,m,-CH2-CH-CH2-,-CH2-CH-CH2),3.34(3H,s,-OCH3),5.27(1H,s,4-H),6.48(1H,d,J=7.2Hz,6-H),6.69(1H,s,1-H),7.13-7.21(5H,m,7-H,8-H,9-H,5″-H,6″-H),7.48(1H,s,2″-H),7.67(1H,d,J=6.9Hz,4′-H),7.82(1H,d,J=2.7Hz,5′-H),8.43(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:23.83,29.78,29.92,31.19,55.84,57.33,89.20,98.96,113.70,123.19,127.74,128.39,128.44,129.51,130.96,132.99,133.90,134.49,135.34,135.57,136.65,143.80,144.34,150.85,150.98,153.53.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30Cl2N5O:558.1885;实测值558.1884.
TBI-356,5-(4-甲基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.07(6H,d,J=6.0Hz,-CH-(CH 3 ) 2 ),2.52(3H,s,-CH3),3.34(1H,m,-CH-(CH3)2),3.39(3H,s,-OCH3),5.30(1H,s,4-H),6.46(1H,s,6-H),6.48(1H,s,1-H),6.75(1H,d,J=8.4Hz,9-H),7.04-7.12(2H,m,7-H,8-H),7.17(2H,d,J=8.1Hz,2″-H,6″-H),7.47(2H,J=8.1Hz,3″-H,5″-H),7.62(1H,s,4′-H),7.65(1H,s,5′-H),8.13(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:21.43,23.55,49.25,53.61,88.98,98.03,110.96,114.20,122.56,127.16,127.93,128.43,130.36,131.78,135.08,135.67,139.63,142.40,145.95,150.74,151.02,161.13.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H28N5O:450.2332;实测值450.2330.
TBI-357,5-(4-甲基苯基)-3-环己基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.09-1.95(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),2.53(3H,s,-CH3),3.06(1H,m,-CH2-CH-CH2),3.95(3H,s,-OCH3),5.27(1H,s,4-H),6.49(1H,s,1-H),6.52(1H,d,J=9.3Hz,6-H),6.76(1H,d,J=8.7Hz,9-H),7.06-7.13(2H,m,7-H,8-H),7.18(2H,d,J=7.8Hz,2″-H,6″-H),7.49(2H,J=7.8Hz,3″-H,5″-H),7.62-7.66(2H,m,4′-H,5′-H),8.13(1H,d,J=2.1Hz,2′-H).13C NMR(100MHz,CDCl3)δ:21.35,24.70,25.89,33.62,53.60,57.87,89.30,98.01,110.94,114.17,122.54,127.15,127.93,128.43,130.39,131.67,135.00,135.71,139.59,142.33,145.94,150.89,151.06.HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H32N5O:490.4490;实测值490.4489.
TBI-358,5-(4-甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.09-1.45(4H,m,-CH 2 -CH-CH 2 -),1.68-1.72(2H,m,-CH 2 -CH-CH2-),2.02-2.07(2H,m,-CH2-CH-CH 2 -),2.53(3H,s,-CH3),3.03-3.21(2H,m,-CH2-CH-CH2-,-CH2-CH-CH2-),3.35(3H,s,py-OCH3),3.95(3H,s,-OCH3),5.28(1H,s,4-H),6.50(1H,s,1-H),6.53(1H,s,6-H),6.77(1H,d,J=8.7Hz,9-H),7.07-7.14(2H,m,7-H,8-H),7.18(2H,d,J=8.1Hz,2″-H,6″-H),7.48(2H,J=8.1Hz,3″-H,5″-H),7.62-7.66(2H,m,4′-H,5′-H),8.13(1H,d,J=2.1Hz,2′-H).13C NMR(100MHz,CDCl3)δ:21.43,30.01,31.17,53.61,55.84,57.28,78.66,89.03,98.13,110.97,114.26,122.64,127.28,127.99,128.33,130.26,131.70,134.91,135.70,135.70,139.81,142.37,145.81,150.90,151.47,161.16.HRMS (ESI-TOF+):m/z[M+H]+计算值:C32H34N5O2:520.2752;实测值520.2751.
TBI-359,5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.13(6H,d,J=6.3Hz,-CH-(CH 3 ) 2 ),3.50(1H,m,-CH-(CH3)2),4.03(3H,s,-OCH3),5.29(1H,s,4-H),6.43(1H,d,J=6.3Hz,6-H),6.89(1H,s,1-H),6.93(1H,m,9-H),7.10-7.23(3H,m,7-H,8-H,5″-H),7.49(1H,d,J=2.4Hz,2″-H),7.68(1H,m,6″-H),7.80-7.84(3H,m,4′-H,5′-H,6′-H).13C NMR (100MHz,CDCl3)δ:23.57,49.49,53.74,89.33,100.12,113.62,116.80,123.10,124.79,125.02,127.68,128.33,131.26,134.28,134.47,135.32,135.55,136.84,138.96,142.95,150.40,151.24,155.51.HRMS(ESI-TOF+):m/z [M+H]+计算值:C27H24Cl2N5O:504.1853;实测值504.1852.
TBI-360,5-(4-甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(CDCl3)δ:1.60-1.67(4H,-CH 2 -CH-CH 2 -),2.54(3H,s,-CH3),3.34-3.42(3H,m,-CH2-CH-CH 2 -),3.95(3H,s,-OCH3),3.98(2H,m,-CH 2 -CH-CH2-),5.26(1H,s,4-H),6.52(1H,s,1-H),6.55(1H,m,6-H),6.78(1H,m,9-H),7.11-7.17(2H,m,7-H,8-H),7.20(2H,d,J=7.8Hz,2″-H,6″-H),7.50(2H,J=7.8Hz,3″-H,5″-H),7.62-7.68(2H,m,4′-H,5′-H),8.14(1H,m,2′-H).13C NMR(CDCl3)δ:21.37,33.42,53.63,54.34,66.22,88.88,98.20,111.03,114.30,122.77,127.37,128.07,128.37,130.18,131.59,131.73,134.97,135.21,135.72,139.78,142.48,145.87,150.76,151.47.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30N5O2:492.2514;实测值492.2513.
TBI-361,5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.61-1.72(4H,m,-CH 2 -CH-CH 2 -),3.48-3.52(3H,m,-CH 2 -CH-CH2-),4.04(5H,m,-CH2-CH-CH 2 -,-OCH3),5.26(1H,s,4-H),6.47(1H,d,J=7.8Hz,6-H),6.90-6.94(1H,m,9-H),6.95(1H,s,1-H),7.13-7.23(3H,m,7-H,8-H,5″-H),7.49(1H,s,2″-H),7.70(1H,d,J=7.2Hz,6″-H),7.81-7.85(3H,m,4′-H,5′-H,6′-H).13C NMR(100MHz,CDCl3)δ:33.31,53.28,53.78,65.50,89.06,100.32,113.72,116.83,123.33,124.38,127.89,128.44,128.50,131.03,131.21,134.41,134.67,135.36,135.57,136.69,138.82,142.63,150.94,155.31.HRMS(ESI-TOF+):m/z [M+H]+计算值:C29H26Cl2N5O2:546.1875;实测值:546.1874.
TBI-362,5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:1.23-1.51(4H,m,-CH 2 -CH-CH 2 -),1.73-2.10(4H,m,-CH 2 .CH-CH 2 -),3.15-3.29(2H,m,-CH2-CH-CH2-,-CH2-CH-CH2-),3.37(3H,s,-OCH3),3.78(3H,s,-OCH3),5.27(1H,s,4-H),6.48(1H,d,J=8.4Hz,6-H),6.90-6.93(2H,m,9-H,1-H),7.127.24(3H,m,7-H,8-H,5″-H),7.49(1H,d,J=2.1Hz,2″-H),7.70(1H,d,J=7.2Hz,6″-H),7.79-7.84(3H,m,4′-H,5′-H,6′-H).13C NMR(100MHz,CDCl3)δ:29.25,29.37,30.73,53.72,55.81,56.81,89.34,100.23,113.67,116.82,123.19,124.66,124.78,127.80,128.49,131.14,131.21,134.39,134.48,135.33,135.56,136.65,138.83,142.73,151.06,151.12,155.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30Cl2N5O2:574.2129;实测值574.2128.
TBI-363,5-(2,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.24(6H,d,J=6.9Hz,-CH-(CH 3 ) 2 ),3.50(1H,m,-CH-(CH3)2),5.20(1H,s,4-H),6.36(1H,d,J=7.5Hz,6-H),6.83(1H,s,1-H),7.13-7.22(2H,m,7-H,8-H),7.28-7.36(2H,m,5″-H,6″-H),7.61(1H,d,J=8.1Hz,4′-H),7.70(1H,d,J=8.4Hz,5′-H),7.77(1H,s,9-H),7.79(1H,s,2″-H),8.33(1H,d,J=3.6Hz,6′-H),8.95(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:23.37,23.58,49.50,88.82,99.66,113.19,123.32,123.67,128.11,128.52,130.02,131.74,131.93,133.29,133.46,134.71,135.61,136.72,143.72,144.03,144.36,150.45,151.00.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H22Cl2N5:474.1259;实测值474.1257.
TBI-364,5-(4-三氟甲氧基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.82-0.89(4H,m,-CH 2 -CH 2 -),2.71(1H,m,-CH2-CH-CH2-),4.08(3H,s,-OCH3),5.49(1H,s,4-H),6.41(1H,d,J=7.8Hz,6-H),6.87(1H,s,1-H),6.90-6.92(1H,m,9-H),7.09-7.18(2H,m,7-H,8-H),7.43(2H,d,J=8.1Hz,2″-H,6″-H),7.58(2H,d,J=8.1Hz,3″-H,5″-H),7.68(1H,d,J=7.2Hz,4′-H),7.79-7.83(2H,m,5′-H,6′-H).13CNMR(100MHz,CDCl3)δ:10.02,32.85,53.69,89.69,100.07,113.17,116.82,119.11,121.69,122.96,123.63,124.69,125.11,127.66,128.20,130.91.131.70,134.68,135.72,135.91,138.92,142.65,149.66,151.42,152.63,155.46.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23F3N5O2:518.3705;实测值518.3702.
TBI-365,5-(4-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.11-1.77(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),3.07(1H,m,-CH2-CH-CH2-),4.02(3H,s,-OCH3),5.18(1H,s,4-H),6.47(1H,d,J=7.2Hz,6-H),6.88(1H,s,1-H),6.90-6.92(1H,m,9-H),7.11-7.19(2H,m,7-H,8-H),7.41(2H,d,J=8.1Hz,2″-H,6″-H),7.58(2H,d,J=8.1Hz,3″-H,5″-H),7.70(1H,d,J=8.1Hz,4′-H),7.79-7.84(2H,m,5′-H,6′-H).13C NMR(100MHz,CDCl3)δ:24.35,25.92,33.54,53.70,57.69,89.54,100.09,113.68,116.79,122.91,123.80,124.62,124.90,127.65,128.26,130.83,131.50,134.80,135.61,136.06,138.71,142.86,150.63,151.32,155.40.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O2:560.3973;实测值560.3972.
TBI-366,5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.86-0.96(4H,m,-CH 2 -CH 2 -),2.80(1H,m,-CH2-CH-CH2-),4.00(3H,s,-OCH3),5.54(1H,s,4-H),6.41(1H,d,J=8.7Hz,6-H),6.86(1H,s,1-H),6.91(1H,m,9-H),7.10-7.28(3H,m,7-H,8-H,5″-H),7.51(1H,d,J=2.1Hz,2″-H),7.65(1H,m,6″-H),7.80-7.83(3H,m,4′-H,5′-H,6′-H).13CNMR(100MHz,CDCl3)δ:33.07,53.70,89.75,100.04,113.57,116.80,123.10,124.65,125.15,127.66,128.23,128.76,131.38,133.17,134.31,135.35,135.65,136.83,138.97,142.67,151.42,152.23,155.44.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22Cl2N5O:502.1317;实测值502.1316.
TBI-367,5-(2,4-二氯苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:0.84-0.94(4H,m,-CH 2 -CH 2 -),2.77(1H,m,-CH2-CH-CH2-),5.46(1H,s,4-H),6.33(1H,d,J=7.5Hz,6-H),6.78(1H,s,1-H),6.78-7.16(2H,m,7-H,8-H),7.27-7.31(2H,m,5″-H,6″-H),7.37(1H,d,J=8.1Hz,4′-H),7.60(1H,d,J=8.4Hz,5′-H),7.68(1H,s,9-H),7.79(1H,s,2″-H),8.33(1H,d,J=3.6Hz,6′-H),8.54(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:10.13,33.05,89.21,99.57,113.13,123.26,123.68,127.97,128.28,130.04,130.43,131.89,132.06,133.34,134.71,135.70,136.57,143.52,144.13,144.48,151.29,152.26.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H20Cl2N5:472.1149;实测值:472.1146.
TBI-368,5-(2,4-二氯苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.18-1.77(10H,m,-CH 2 -CH 2 -CH 2 -CH 2 -CH 2 -),3.12(1H,m,-CH2-CH-CH2-),5.16(1H,s,4-H),6.38(1H,d,J=7.5Hz,6-H),6.82(1H,s,1-H),7.13-7.22(2H,m,7-H,8-H),7.27-7.31(2H,m,5″-H,6″-H),7.59(1H,d,J=8.1Hz,4′-H),7.62(1H,d,J=8.4Hz,5′-H),7.68(1H,s,9-H),7.79(1H,s,2″-H),8.33(1H,d,J=3.6Hz,6′-H),8.56(1H,s,2′-H).13C NMR(100MHz,CDCl3)δ:24.57,25.82,33.49,33.68,57.95,89.09,99.59,113.15,123.25,123.64,127.97,128.49,129.92,130.32,131.82,122.35,134.72,135.60,136.58,136.74,143.74,143.98,144.32,150.50,151.12.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26Cl2N5:514.1608;实测值514.1606.
TBI-369,5-(2,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR (300MHz,CDCl3)δ:1.16(6H,d,J=6.9Hz,-CH-(CH 3 ) 2 ),3.49(1H,m,-CH-(CH3)2),3.79(3H,s,-OCH3),5.19(1H,s,4-H),6.35(1H,d,J=7.8Hz,6-H),6.89-6.93(2H,m,1-H,9-H),7.11-7.21(2H,m,7-H,8-H),7.35(1H,d,J=8.4Hz),7.58-7.61(1H,m),7.68-7.61(1H,m),7.79-7.85(3H,m).13C NMR(100MHz,CDCl3)δ:23.40,23.62,49.51,53.71,89.01,100.17,113.10,116.79,123.16,124.76,125.14,127.81,128.36,129.98,130.42,131.83,131.91,134.79,135.58,136.55,128.94,142.99,150.65,151.35,155.54.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24Cl2N5O:504.1353;实测值504.1351.
TBI-370,5-(2,4-二氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.86-0.94(4H,m,-CH 2 -CH 2 -),2.78(1H,m,-CH2-CH-CH2),3.81(3H,s,-OCH3),5.45(1H,s,4-H),6.32(1H,d,J=7.8Hz,6-H),6.87-6.92(2H,m,1-H,9-H),7.11-7.20(2H,m,7-H,8-H),7.35(1H,d,J=8.4Hz),7.36-7.89(1H,m),7.66-7.69(1H,m),7.78-7.83(3H,m).13C NMR(100MHz,CDCl3)δ:10.18,10.27,33.06,53.70,89.38,100.11,113,07,116.82,123.16,124.67,125.30,127.80,130.02,130.53,132.01,133.25,133.41,134.41,135.71,136.49,138.99,142.76,151.57,152.47,155.50.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22Cl2N5O:502.1223;实测值502.1220.
TBI-371,5-(2,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.24-2.07(8H,m,-CH 2 -CH 2 -,-CH 2 -CH 2 -),3.16-3.34(2H,m,-CH-CH2-CH2-CH-),3.37(3H,s,-OCH3),4.00(3H,m,-OCH3),5.17(1H,s,4-H),6.37(1H,d,J=7.8Hz,6-H),6.89-6.93(2H,m,1-H,9-H),7.13-7.22(2H,m,7-H,8-H),7.33(1H,d,J=8.4Hz),7.57-7.61(1H,m),7.69-7.72(1H,m),7.78-7.85(3H,m).13C NMR(100MHz,CDCl3)δ:29.37,30.53,30.79,53.17,55.82,56.87,78.22,89.00,100.31,113.19,116.84,123.25,124.83,127.94,128.42,129.94,130.37,131.76,131.84,133.26,134.67,125.62,136.71,138.86,142.82,151.29.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30Cl2N5O2:574.1935;实测值:574.1793.
TBI-372,5-(4-三氟甲氧基苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:3.26(6H,s,-OCH 3 ,-OCH 3 ),3.34-3.39(2H,m,-CH-CH 2 -),3.52-3.57(2H,m,-CH-CH 2 -),3.68-3.72(1H,m,-CH2-CH-CH2-),4.01(3H,s,-OCH3),5.49(1H,s,4-H),6.52(1H,d,J=7.2Hz,6-H),6.89-6.96(2H,m,1-H,9-H),7.12-7.20(4H,m,7-H,8-H,2″-H,6″-H),7.48(2H,d,J=7.8Hz,3″-H,5″-H),7.79-7.86(2H,m,4′-H,5′-H),8.43(1H,s,6′-H).13C NMR(100MHz,CDCl3)δ:53.65,58.55,59.00,74.42,90.24,100.20,113.86,123.09,123.52,124.76,124.94,126.80,127.82,128.36,130.81,131.48,135.64,135.83,138.90,142.72,149.74,150.95,153.46,155.42.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29F3N5O4:580.2252;实测值580.2249.
TBI-373,5-(4-甲基苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:2.50(3H,s,-CH3),3.24(6H,s,-OCH 3 ,-OCH 3 ),3.54(3H,s,-OCH3),3.33-3.38(2H,m,-CH-CH 2 -),3.50-3.55(2H,m,-CH-CH 2 -),3.67-3.72(1H,m,-CH2-CH-CH2-),5.48(1H,s,4-H),6.50(1H,d,J=7.8Hz,6-H),6.73(1H,s,1-H),7.13-7.16(3H,m,7-H,8-H,9-H),7.23(2H,d,J=7.8Hz,2″-H,6″-H),7.47(2H,d,J=7.8Hz,3″-H,5″-H),7.67-7.68(1H,m,6′-H),7.80(2H,m,4′-H,5′-H).13C NMR(100MHz,CDCl3)δ:21.36,23.82,58.21,58.98,74.28,89.71,98.99,114.39,122.79,123.15,127.59,128.15,128.38,129.56,131.79,134.03,134.84,135.13,135.68,139.81,143.89,144.32,150.69,153.33,153.46.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H32N5O3:510.2511;实测值510.2510.
TBI-374,5-(4-甲基苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.28(3H,s,-CH3),3.01(3H,s,-CH3),3.30(6H,s,-OCH 3 ,-OCH 3 ),3.36-3.44(2H,m,-CH-CH 2 -),3.55-3.57(2H,m,-CH-CH 2 -),3.72-3.76(1H,m,-CH2-CH-CH2-),5.49(1H,s,4-H),6.49(1H,d,J=8.4Hz,6-H),6.73(1H,s,1-H),7.14-7.17(3H,m,7-H,8-H,9-H),7.23(2H,d,J=7.8Hz,2″-H,6″-H),7.47(2H,d,J=7.8Hz,3″-H,5″-H),7.67-7.68(1H,m,2′-H),7.80(2H,m,4′-H,5′-H).13C NMR(100MHz,CDCl3)δ:21.26,23.72,58.31,58.98,74.28,89.71,99.99,114.75,123.22,127.86,128.42,128.58,131.58,134.03,134.84,135.32,135.68,139.81,143.23,144.32,150.69,153.33,153.46.HRMS (ESI-TOF+):m/z[M+H]+计算值:C30H32N5O2:494.2555;实测值494.2553.
TBI-375,5-(3,4-二氯苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:3.28(3H,s,-OCH3),3.30(6H,s,-OCH 3 ,-OCH 3 ),3.36-3.44(2H,m,-CH-CH 2 -),3.55-3.57(2H,m,-CH-CH 2 -),3.72-3.76(1H,m,-CH2-CH-CH2-),5.49(1H,s,4-H),6.49(1H,d,J=8.4Hz,6-H),6.89-6.93(2H,m,1-H,9-H),7.15-7.22(3H,m,7-H,8-H,5″-H),7.49(1H,d,J=2.4Hz,2″-H),7.70(1H,m,6″-H),7.78-7.84(3H,m,4′-H,5′-H,6′-H).13C NMR(100MHz,CDCl3)δ:53.67,58.82,59.10,59.19,74.48,74.73,90.59,100.23,113.75,116.81,123.22,124.72,125.00,127.86,128.42,128.58,131.58,133.04,135.32,138.70,138.94,142.73,150.95,153.41,155.44.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28Cl2N5O3:564.1578;实测值564.1577.
TBI-157,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.08-1.20(d,J=6.6Hz,6H),3.38-3.45(m,J=6.3Hz,1H),5.23(s,1H),6.45(m,2H),6.83(s,1H),7.12-7.18(m,2H),7.40-7.42(m,2H),7.57-7.60(m.2H),7.78(1H,m),8.33-8.35(2H,m),8.58(1H,s).13C NMR(100MHz,CDCl3)δ:23.48,49.44,89.12,99.41,113.78,123.06,123.63,127.79,127.95,128.37,130.79,131.45,134.94,135.60,135.90,136.77,143.68,143.98,144.32,149.73,150.35,150.95.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23F3N5O:490.1870;实测值490.1869.
TBI-158,5-(4-三氟甲氧基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.87-0.93(d,J=6.0Hz,6H),1.47-1.86(m,5H),2.04(brs,4H),2.78(m,2H),3.07(m,1H),5.19(s,1H),6.52(m,1H),6.85(s,1H),7.19(m,2H),7.26-7.32(m,1H),7.40-7.43(m,2H),7.59-7.62(m,2H),7.70-7.72(m,1H),7.76-7.79(m,1H),8.33-8.34(m,1H),8.59(brs,1H).13C NMR(100MHz,CDCl3)δ:20.97,25.68,32.28,45.59,52.49,56.37,67.04,89.28,99.45,113.82,123.15,123.67,123.90,127.91,128.46,131.27,134.95,135.96,136.70,143.57,143.96,144.37,149.75,150.94.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H34F3N6O:587.2854;实测值587.2856.
TBI-159,5-(4-三氟甲氧基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.62-1.74(m,4H),1.89-1.95(m,2H),2.26(s,3H),2.77-2.80(m,2H),3.06(m,1H),5.17(s,1H),6.50-6.52(d,J=7.2Hz,1H),6.84(s,1H),7.14-7.19(m,2H),7.30-7.32(m,1H)7.40-7.43(d,J=8.4Hz,2H),7.59-7.62(d,J=8.4Hz,2H),7.70-7.73(m,1H),7.76-7.79(m,1H),8.33-8.35(m,1H),8.60(brs,1H).13C NMR(100MHz,CDCl3)δ:32.79,46.39,53.40,54.19,89.19,99.43,113.80,123.17,123.64,123.93,127.90,128.02,128.46,130.75,131.28,134.98,135.63,136.00,136.65,143.60,144.41,149.72,150.83,151.10.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F3N6O:545.2368;实测值545.2370.
TBI-160,5-(4-三氟甲氧基苯基)-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.47-2.50(t,J=4.5Hz,4H),2.70-2.75(t,J=6.6Hz,2H),3.35-3.39(t,J=6.6Hz,2H),3.68-3.71(t,J=4.5Hz,4H),5.36(s,1H),6.57-6.59(d,J=7.8Hz,1H),7.00(s,1H),7.27-7.35(m,3H),7.43-7.46(m,2H),7.61-7.64(m,1H),7.79-7.84(m,2H),8.36-8.38(m,1H),8.64-8.65(m,1H).13C NMR(100MHz,CDCl3)δ:46.23,53.72,58.51,66.66,88.95,100.75,114.44,123.68,123.82,124.26,128.75,128.89,130.35,130.82,135.04,135.30,136.26,136.67,143.12,144.03,144.59,149.60,150.05,153.02.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F3N6O2:561.2633;实测值561.2630.
TBI-161,5-(4-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.57-1.69(5H,m),3.28-3.39(3H,m),3.95-4.00(1H,m),5.18(1H,s),6.50-6.53(1H,m),6.86(1H,s),7.15-7.20(2H,m),7.29-7.33(1H,m),7.40-7.43(2H,m),7.59-7.62(2H,m),7.71-7.79(2H,m),8.34-8.36(1H,m),8.59-8.60(1H,m).13C NMR(100MHz,CDCl3)δ:33.41,54.72,66.21,88.98,99.57,113.87,123.69,123.67,123.90,128.01,128.09,128.51,130.72,131.21,135.09,135.63,135.93,136.60,143.59,144.00,149.76,150.67,151.12.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5O2:532.1976;实测值532.1978.
TBI-162,5-(4-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.09-1.20(2H,m),1.37-1.44(2H,m),1.67-1.71(2H,m),2.05-2.08(2H,m),3.07(1H,m),3.16(1H,m),3.36(3H,s),5.20(1H,s),6.49(2H,m),6.84(1H,s),7.12-7.18(2H,m),7.40-7.43(2H,m),7.58-7.61(2H,m),7.79(1H,m),8.33-8.35(2H,m),8.58(1H,s).HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O2:560.2257;实测值:560.2259.
TBI-163,5-(4-三氟甲氧基苯基)-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.43-1.58(4H,m),1.68(6H,m),1.86(2H,m),2.01(2H,m),2.46-2.51(1H,m),2.93-2.97(2H,m),3.11(1H,m),5.30(1H,s),6.50-6.52(1H,d),6.85(1H,s),7.15-7.23(2H,m),7.27-7.33(1H,m),7.41-7.43(2H,d),7.59-7.62(2H,d),7.70-7.78(2H,m),8.33-8.35(1H,d),8.57-8.58(1H,m).HRMS(ES1-TOF+):m/z[M+H]+计算值:C34H34F3N6O:599.2705;实测值599.2702.
TBI-164,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.08-1.11(6H,d,J=6.6Hz),3.38-3.47(1H,m,J=6.3Hz),4.03(3H,s),5.22(1H,s),6.42-6.45(1H,m),6.89-6.93(2H,m),7.10-7.23(2H,m),7.39-7.42(2H,m),7.57-7.59(2H,m),7.68-7.71(1H,m),7.80-7.85(2H,m),8.92(1H,brs).13C NMR(100MHz,CDCl3)δ:23.47,49.23,53.70,89.30,100.08,113.71,116.77,122.93,123.61,124.81,124.92,127.64,128.25,130.84,131.54,134.84,135.60,135.96,138.85,142.89,149.68,150.60,151.23,155.48.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5O2:520.1921;实测值520.1909..
TBI-165,5-(4-三氟甲氧基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:0.83-0.91(6H,d,J=6.3Hz),1.63-1.80(5H,m),1.94(2H,m),2.05-2.07(2H,m),2.75-2.79(2H,m),3.11(1H,brs),4.03(3H,s),5.18(1H,s),6.47-6.49(1H,m),6.89-6.93(2H,m),7.10-7.23(2H,m),7.39-7.42(2H,m),7.57-7.59(2H,m),7.68-7.71(1H,m),7.80-7.85(2H,m),8.92(1H,brs).13C NMR(100MHz,CDCl3)δ:21.06,25.68.32.78,52.21,53.71,55.65,67.32,89.32,100.14,113.74,116.80,119.15,123.02,124.40,124.88,127.72,128.33,130.80,131.44,134.92,135.64,136.02,138.69,142.71,149.68,151.01,151.21,155.33.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H36F3N6O2:617.3442;实测值617.3443.
TBI-166,5-(4-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.14-1.25(2H,m),1.38-1.49(2H,m),1.68-1.72(2H,m),2.04-2.08(2H,m),3.06-3.13(1H,m),3.19-3.26(1H,m),3.35(3H,m),4.02(3H,s),5.19(1H,s),6.47-6.49(1H,m),6.89-6.93(2H,m),7.12-7.21(2H,m),7.39-7.42(2H,m),7.57-7.59(2H,m),7.69-7.71(1H,m),7.80-7.85(2H,m),8.92(1H,brs).13C NMR(100MHz,CDCl3)δ:29.44,30.78,53.71,55.74,56.95,78.28,89.29,100.20,113.78,116.82,123.02,123.67,124.65,124.82,127.77,128.31,130.76,131.47,134.88,135.63,135.87,138.78,142.73,149.73,151.14,151.23,155.36.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O3:590.2978;实测值:590.2977.
TBI-167,5-(4-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.65-1.67(4H,m),3.35-3.48(4H,m),3.97-4.02(1H,m),4.03(3H,s),5.18(1H,s),6.48-6.51(1H,m),6.90-6.93(2H,m),7.16-7.21(2H,m),7.40-7.43(2H,m),7.59-7.62(2H,m),7.72-7.74(1H,m),7.81-7.86(2H,m),9.03(1H,brs).13C NMR(100MHz,CDCl3)δ:33.23,53.76,53.82,65.79,89.05,100.27,113.82,116.82,123.17,123.84,124.48,124.79,127.86,128.40,130.76,131.33,135.06,135.65,135.95,138.83,142.66,149.72,150.96,151.22,155.34.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O3:562.2109;实测值562.2107.
TBI-168,5-(4-三氟甲氧基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:1.68-1.69(4H,m),2.07(2H,brs),2.30(3H,s),2.77-2.81(2H,m),3.15(1H,s),4.03(3H,s),5.17(1H,s),6.47-6.50(1H,m),6.89-6.95(2H,m),7.13-7.22(2H,m),7.39-7.42(2H,m),7.58-7.61(2H,m),7.70-7.73(1H,m),7.80-7.85(2H,m),9.06(1H,brs).HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H30F3N6O2:575.2443;实测值575.2446.
TBI-169,5-(4-三氟甲氧基苯基)-3-(2-吗啉代乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:2.24-2.32(4H,m),2.46-2.54(2H,m),2.72-2.77(2H,m),3.31-3.36(2H,m),3.69-3.72(2H,m),4.03(3H,s),5.23(1H,s),6.49(2H,m),6.84(1H,s),7.12-7.18(2H,m),7.39-7.42(2H,m),7.56-7.59(2H,m),7.75(1H,m),7.81-7.86(2H,m).HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F3N6O3:591.2479;实测值591.2481.
TBI-1001,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.1Hz),7.69(2H,m),7.42(2H,t,J=8.4Hz),7.32(2H,dd,J=8.7,4.5Hz),7.16(3H,m),6.72(1H,s),6.48(1H,dd,J=7.5Hz,1.8Hz),5.25(1H,s),3.36(3H,s),3.08(1H,m),3.07(1H,m),2.56(3H,s),2.06(2H,m),1.70(2H,m),1.43(2H,m),1.13(2H,m).13C NMR(100MHz,CDCl3)δ:162.7,153.4,151.2,150.9,144.3,143.7,135.7,135.1,134.0,133.4,131.6,130.8,130.7,129.4,128.3,127.7,123.0,118.4,113.9,98.9,89.1,78.5,65.5,55.8,31.2,30.0,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31FN5O:508.2513;实测值508.2512.
TBI-1002,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.92(1H,s),7.85(1H,d,J=7.5Hz),7.81(1H,d,J=4.8Hz),7.70(1H,dd,J=7.5Hz,1.2Hz),7.42(2H,t,J=8.4Hz),7.32(2H,dd,J=8.4Hz,4.8Hz),7.16(2H,m),6.94(1H,s),6.90(1H,dd,J=7.5Hz,2.7Hz),6.48(1H,dd,J=7.5Hz,1.5Hz),5.24(1H,s),4.03(3H,s),3.37(3H,s),3.25(1H,m),3.12(1H,m),2.08(2H,m),1.72(2H,m),1.43(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3)δ:162.8,155.4,151.3,151.2,142.7,138.7,135.7,135.1,133.4,131.8,130.9,130.8,128.3,127.7,122.9,118.4,116.8,113.9,100.2,89.2,78.3,57.0,55.8,53.7,30.8,29.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31FN5O2:524.2462;实测值524.2457.
TBI-1003,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.08(1H,s),7.85(1H,dd,J=7.8,1.5Hz),7.81(1H,dd,J=5.1,1.5Hz),7.72(1H,dd,J=7.5,1.8Hz),7.43(2H,t,J=8.7Hz),7.33(2H,dd,J=8.7,4.8Hz),7.17(2H,m),6.97(1H,s),6.92(1H,dd,J=7.8,5.1Hz),6.48(1H,dd,J=7.8,1.2Hz),5.24(1H,s),4.04(3H,s),4.00(2H,m),3.50(2H,m),3.42(1H,m),1.69(4H,m).13C NMR(100MHz,CDCl3)δ:162.8,155.3,151.2,151.0,142.6,138.7,135.7,135.2,133.4,131.7,130.8,130.7,128.3,127.8,124.9,124.3,123.0,118.4,116.8,113.9,100.3,88.9,65.6,53.7,53.3,33.3.HRMS(ESI-TOF+):m/z [M+H]+计算值:C29H27FN5O2:496.2149;实测值496.2145.
TBI-1004,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(m,2H),7.70(dd,J=7.5,1.5Hz,1H),7.42(t,J=8.7Hz,2H),7.34(dd,J=8.7,4.8Hz,2H),7.16(m,2H),6.91(m,2H),6.47(d,J=7.2Hz,1H),5.28(s,1H),4.03(s,3H),3.45(m,1H),1.11(d,J=6.6Hz,6H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),155.6,151.1,150.8,142.9,139.0,135.7,135.1,133.5,131.7,130.9,130.8,128.2,127.7,125.3,124.8,123.0,118.5(d,J=23.1Hz),116.8,113.9,100.3,89.3,53.7,49.3,23.4.HRMS(ESI-TOF+):m/z [M+H]+计算值:C27H25FN5O:454.2043;实测值454.2042.
TBI-1005,5-(4-氟苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.12(s,1H),7.85(dd,J=7.8,1.5Hz,1H),7.80(dd,J=4.8,1.5Hz,1H),7.71(dd,J=7.2,1.5Hz,1H),7.43(t,J=8.7Hz,2H),7.33(dd,J=8.7,5.1Hz,2H),7.16(m,2H),6.97(s,1H),6.92(dd,J=7.8,4.8Hz,1H),6.48(d,J=7.8Hz,1H),5.24(s,1H),4.04(s,3H),3.21(m,1H),2.75(m,2H),2.31(s,3H),2.14(m,2H),1.70(m,4H).13CNMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),155.3,151.1,151.0,142.6,138.6,135.6,135.2,133.4,131.8,130.9,130.8,128.3,127.7,125.0,124.1,123.0,118.4(d,J=23.1Hz),116.8,113.9,100.2,89.0,53.7,53.4,46.5,32.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30FN6O:509.2465;实测值509.2466.
TBI-1008,5-(4-氟苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:7.84(d,J=7.8Hz,1H),7.81(d,J=5.1Hz,1H),7.70(dd,J=7.5,1.5Hz,1H),7.43(t,J=8.7Hz,2H),7.33(dd,J=8.7,5.1Hz,2H),7.16(m,2H),6.94(s,1H),6.90(dd,J=7.8,5.1Hz,1H),6.48(d,J=7.5Hz,1H),5.24(s,1H),4.03(s,3H),3.73(m,1H),3.10(m,1H),2.03(m,2H),1.70(m,2H),1.48(m,2H),1.27(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),155.4,151.4,151.1,142.8,138.8,135.6,135.1,133.4,131.8,130.9,130.8,128.3,127.7,124.8,124.7,122.9,118.4(d,J=22.7Hz),116.8,113.9,100.2,89.2,69.8,56.8,53.7,33.4,30.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O2:510.2305;实测值510.2304.
TBI-1009,5-(4-氟苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.04(s,1H),7.84(d,J=7.5Hz,1H),7.80(d,J=4.8Hz,1H),7.69(d,J=7.5Hz,1H),7.42(t,J=8.4Hz,2H),7.34(dd,J=8.4,4.8Hz,2H),7.14(m,2H),6.91(m,2H),6.47(d,J=8.1Hz,1H),5.24(s,1H),4.03(s,3H),3.13(m,1H),1.76(m,2H),1.59(m,3H),1.33(m,5H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),155.4,151.4,150.6,142.9,138.6,135.6,135.0,133.5,131.9,130.9,130.8,128.2,127.6,125.0,124.5.122.8,118.3(d,J=22.6Hz),116.8,113.8,100.1,89.4,57.4,53.7,33.5,26.0,24.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O:494.2356;实测值494.2358.
TBI-1010,5-(4-氟苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(s,1H),7.81(m,2H),7.66(d,J=7.2Hz,1H),7.37(m,4H),7.13(m,2H),6.90(m,2H),6.42(d,J=7,8Hz,1H),5.52(s,1H),3.99(s,3H),2.73(m,1H),0.88(d,J=4.8Hz,2H),0.82(s,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),155.4,152.7,151.5,142.7,138.9,135.8,134,9,133.5,132.0,131.0,130.9,128.1,127.6,125.0,124.8,122.8,118.5(d,J=22.7Hz),116.8,113.8,100.1,89.6,53.7,32.9,10.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23FN5O:452.1887;实测值452.1885.
TBI-1012,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(d,J=4.5Hz,1H),7.83(d,J=8.1Hz,1H),7.70(d,J=7.8Hz,1H),7.44(t,J=8.1Hz,2H),7.33(dd,J=8.1,4.8Hz,2H),7.18(m,3H),6.64(s,1H),6.49(d,J=7.2Hz,1H),5.26(s,1H),3.98(m,2H),3.43(m,3H),2.50(s,3H),1.66(m,4H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.7Hz),152.1,151.1,150.7,144.2,144.0,135.6,135.3,134.6,133.4,131.5,130.8,130.7,129.0,128.3,127.8,123.1,121.7,118.5(d,J=22.7Hz),114.0,99.0,88.8,65.9,53.7,33.3,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5O:480.2200;实测值480.2197.
TBI-1013,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.27(d,J=4.2Hz,1H),7.81(d,J=8.1Hz,1H),7.68(dd,J=7.5,1.8Hz,1H),7.42(t,J=8.7Hz,2H),7.33(dd,J=8.7,5.1Hz,2H),7.16(m,3H),6.60(s,1H),6.49(dd,J=7.2,1.8Hz,1H),5.26(s,1H),3.36(s,3H),3.22(m,1H),3.11(m,1H),2.54(s,3H),2.06(m,2H),1.72(m,2H),1.42(m,2H),1.21(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.7Hz),152.0,151.1,150.9,144.1,144.0,135.6,135.1,134.7,133.4,133.3,131.6,130.8,130.7,128.9,128.2,127.7,123.0,121.7,118.4(d,J=22.7Hz),113.9,98.9,89.0,57.0,55.8,31.0,29.7,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31FN5O:508.2513;实测值508.2516.
TBI-1014,5-(4-氟苯基)-3-环丙基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.28(d,J=7.5Hz,1H),7.78(d,J=8.1Hz,1H),7.65(d,J=7.2Hz,1H),7.38(m,4H),7.14(m,3H),6.49(s,1H),6.43(d,J=8.1Hz,1H),5.54(s,1H),2.76(m,1H),2.51(s,3H),0.90(m,2H),0.80(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250.0Hz),152.6,152.3,151.2,144.5,144.1,135.7,135.0,134.5,133.5,131.8,131.0,130.9,129.8,128.1,127.6,122.9,121.7,118.5(d,J=22.6Hz),113.9,98.9,89.4,32.8,20.9,10.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23FN5:436.1937;实测值436.1939.
TBI-1015,5-(4-氟苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(d,J=4.8Hz,1H),7.82(d,J=8.1Hz,1H),7.69(d,J=7.5Hz,1H),7.44(t,J=8.1Hz,2H),7.34(dd,J=8.1,4.5Hz,2H),7.17(m,3H),6.61(s,1H),6.50(d,J=7.8Hz,1H),5.26(s,1H),3,71(m,1H),3.11(m,1H),2.54(s,3H),2.00(m,2H),1.71(m,2H),1.46(m,2H),1.28(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),152.1,151.2,150.9,144.2,144.0,135.6,135.2,134.7,133.4,131.6,130.8,130.7,129.1,128.3,127.7,123.0,121.7,118.4(d,J=22.7Hz),114.0,98.9,89.0,69.8,56.9,33.5,31.1,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O:494.2356;实测值494.2357.
TBI-1016,5-(4-氟苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(m,2H),7.70(d,J=7.5Hz,1H),7.42(t,J=8.1Hz,2H),7.32(dd,J =8.1,4.5Hz,2H),7.16(m,2H),6.91(m,2H),6.47(d,J=7.5Hz,1H),5.07(s,1H),4.04(s,3H),3.88(m,1H),2.18(m,2H),2.06(m,2H),1.75(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),155.4,151.5,151.2,142.7,138.8,135.7,134.6,133.4,131.7,131.0,130.9,128.3,127.7,124.8,123.0,118.4(d,J=22.7Hz),116.8,113.9,100.3,90.8,54.9,53.7,32.0,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5O:466.2043;实测值:466.2042.
TBI-1017,5-(4-氟苯基)-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(s,1H),7.69(m,2H),7.43(t,J=8.4Hz,2H),7.34(dd,J=8.4,5.1Hz,2H),7.16(m,3H),6.72(s,1H),6.49(d,J=8.4Hz,1H),5.09(s,1H),3.86(m,1H),2.57(s,3H),2.17(m,2H),2.05(m,2H),1.74(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),153.5,151.3,150.9,144.3,143.8,135.7,134.7,133.9,133.5,131.5,130.9,130.8,129.5,128.3,127.7,123.1(d,J=16.5Hz),118.4(d,J=22.7Hz),113.9,98.9,90.6,54.8,32.0,23.8,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5:450.2094;实测值450.2092.
TBI-1018,5-(4-氟苯基)-3-环丁基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.30(d,J=4.8Hz,1H),7.80(d,J=7.5Hz,1H),7.68(d,J=7.5Hz,1H),7.44(t,J=8.4Hz,2H),7.34(dd,J=8.4,4.8Hz,2H),7.17(m,3H),6.55(s,1H),6.49(d,J=7.8Hz,1H),5.10(s,1H),3.91(m,1H),2.57(s,3H),2.18(m,2H),2.04(m,2H),1.78(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),152.5,151.2,150.9,144.4,144.2,135.7,134.7,134.6,133.5,131.5,130.9,130.8,129.6,128.2,127.7,123.0,121.7,118.4(d,J=22.7Hz),114.0,99.0,90.5,54.8,32.0,21.0,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5:450.2094;实测值450.2096.
TBI-1019,5-(3-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.1Hz,1H),8.34(d,J=4.5Hz,1H),7.8(t,J=8.4Hz,2H),7.70(d,J=7.2Hz,1H),7.53(d,J=8.7Hz,1H),7.30(m,3H),7.17(m,2H),6.83(s,1H),6.46(d,J=8.1Hz,1H),5.25(s,1H),3.43(m,1H),1.10(d,J=7.8Hz,3H),1.07(d,J=7.8Hz,3H).13C NMR(100MHz,CDCl3)δ:151.2,151.0,150.3,144.3,144.0,143.7,138.9,136.8,135.6,134.7,132.7,131.2,128.4,128.0,127.8,127.6,123.6,123.1,122.4,122.0,118.0(q,J=249.3Hz),113.7,99.4,89.1,49.5,23.7,23.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23F3N5O:490.1855;实测值490.1855.
TBI-1020,5-(3-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.61(s,1H),8.36(d,J=4.5Hz,1H),7.80(m,2H),7.73(d,J=7.8Hz,1H),7.56(d,J=7.8Hz,1H),7.30(m,3H),7.20(m,2H),6.87(s,1H),6.50(d,J=7.5Hz,1H),5.22(s,1H),3.97(m,2H),3.34(m,3H),1.65(m,4H).13C NMR(100MHz,CDCl3)δ:151.1,150.7,144.5,144.0,143.6,138.8,136.6,135.6,134.8,132.7,131.0,128.5,128.1,128.0,127.6,123.7,123.3,122.6,122.1,119.0(q,J=249.3Hz),113.8,99.6,89.0,66.2,54.7,33.6,33.2.HRMS(ESI-TOF+):m/z [M+H]+计算值:C29H25F3N5O2:532.1960;实测值:532.1958.
TBI-1021,5-(3-三氟甲氧基苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.7Hz,1H),8.48(s,1H),8.31(d,J=4.5Hz,1H),7.95(t,J=8.1Hz,1H),7.84(d,J=8.1Hz,1H),7.75(m,2H),7.64(d,J=7.4Hz,2H),7.44(dd,J=8.1,4.5Hz,1H),7.21(m,2H),6.61(s,1H),6.42(d,J=7.8Hz,1H),5.44(s,1H),2.65(m,1H),0.83(d,J=6.3Hz,2H),0.76(s,2H).13C NMR(100MHz,CDCl3)δ:152.0.150.4,150.1,144.1,144.0,143.4,138.4,136.6,135.3,134.2,133.4,131.2,128.5,128.4,128.1,127.8,123.9,122.7,122.3,119.0(q,J=249.3Hz),113.7,98.8,88.7,32.6,9.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H21F3N5O:488.1698;实测值488.1697.
TBI-1022,5-(3-三氟甲氧基苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.58(d,J=2.6Hz,1H),8.33(dd,J=4.8,1.2Hz,1H),7.80(m,2H),7.69(dd,J=7.8,1.8Hz,1H),7.54(d,J=7.2Hz,1H),7.30(m,4H),7.17(m,2H),6.79(s,1H),6.48(dd,J=7.2,2.1Hz,1H),5.23(s,1H),3.06(m,1H),1.73(m,2H),1.58(m,3H),1.38(m,2H),1.20(m,3H).13C NMR(100MHz,CDCl3)δ:151.1,151.0,150.4,144.3,143.9,143.7,138.9,136.8,135.6,134.6,132.6,131.2,128.4,127.9,127.8,127.6,123.6,123.1,122.4,122.1,120.0(q,J=249.3Hz),113.7,99.4,89.4,58.1,33.8,33.4,25.8,24.7,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O:530.2168;实测值530.2170.
TBI-1023,5-(4-氟苯基)-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.26(dd,J=4.5,1.2Hz,1H),7.82(dd,J=8.4,1.2Hz,1H),7.67(dd,J=7.5,2.0Hz,1H),7.43(t,J=8.4Hz,2H),7.34(dd,J=8.7,5.1Hz,2H),7.15(m,3H),6.61(s,1H),6.48(dd,J=7.8,1.5Hz,1H),5.26(s,1H),3.13(m,1H),2.55(s,3H),1.74(m,2H),1.62(m,3H),139(m,2H),1.26(m,3H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),152.0,151.1,150.5,144.0,135.6,135.1,134.8,133.5,131.7,130.9,130.8,128.8,128.2,127.6,122.9,121.7,118.4(d,J=22.7Hz),113.9,98.8,89.2,57.4,33.6,25.9,24.4,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5:478.2407;实测值478.2408.
TBI-1024,5-(3-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.4Hz,1H),8.34(d,J=4.8Hz,1H),7.80(t,J=8.1Hz,2H),7.72(dd,J=7.2,2.1Hz,1H),7.53(dd,J=8.4,0.6Hz,1H),7.31(m,2H),7.27(m,1H),7.19(m,2H),6.84(s,1H),6.50(dd,J=7.5,1.8Hz,1H),5.20(s,1H),3.36(s,3H),3.18(m,1H),3.05(m,1H),2.07(m,2H),1.66(m,2H),1.44(m,2H),1.16(m,2H).13CNMR(100MHz,CDCl3)δ:151.2,151.1,150.8,144.4,144.0,143.6,138.7,136.7,135.6,134.8,132.7,131.1,128.5,128.0,127.5,123.7,123.2,122.5,121.9,119.0(q,J=249.3Hz),113.8,99.5,89.2,57.5,55.8,31.4,30.9,30.1.29.9.HRMS(ESI-TOF-):m/z[M+H]+计算值:C31H29F3N5O2:560.2273;实测值560.2274.
TBI-1025,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.40(s,1H),8.17(s,1H),7.69(d,J=7.5Hz,1H),7.58(s,1H),7.42(t,J=8.4Hz,2H),7.34(m,2H),7.16(m,2H),6.83(s,1H),6.46(d,J=7.8Hz,1H),5.27(s,1H),3.45(m,1H),2.38(s,3H),1.10(s,3H),1.08(s,3H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),151.0,150.4,144.9,143.7,141.1,136.4,135.6,135.1,133.5,131.7,130.9,130.8,128.4,128.2,127.7,122.9,118.5(d,J=22.7Hz),113.9,99.3,89.1,49.4,23.5,18.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25FN5:438.2094;实测值438.2095.
TBI-1026,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(d,J=2.4Hz,1H),8.17(s,1H),7.70(dd,J=7.5,1.5Hz,1H),7.58(s,1H),7.42(t,J=8.4Hz,2H),7.33(dd,J=8.7,5.1Hz,2H),7.17(m,2H),6.83(s,1H),6.50(dd,J=7.5,1.8Hz,1H),5.25(s,1H),3.36(s,3H),3.20(m,1H),3.08(m,1H),2.38(s,3H),2.07(m,2H),1.68(m,2H),1.42(m,2H),1.18(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.4Hz),151.1,150.9,144.9,143.6,141.1,136.3,135.6,135.1,133.5,133.3,131.6,130.8,130.7,128.3,128.2,127.8,123.0,118.4(d,J=22.7Hz),114.0,99.4,89.1,78.4,57.4,55.8,31.1,29.9,18.5.HRMS (ESI-TOF+):m/z[M+H]+计算值:C31H31FN5O:508.2513:实测值508.2516.
TBI-1027,5-(3-三氟甲氧基苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(d,J=2.4Hz,1H),8.34(d,J=4.8Hz,1H),7.80(m,2H),7.71(d,J=7.2Hz,1H),7.54(d,J=8.4Hz,1H),7.31(m,3H),7.18(m,2H),6.83(s,1H),6.48(d,J=8.1Hz,1H),5.07(s,1H),3.87(m,1H),2.14(m,2H),2.04(m,2H),1.72(m,2H).13C NMR(100MHz,CDCl3)δ:151.1,150.9,144.4,144.0,143.6,138.8,136.6,135.6,134.3,132.6,131.1,128.4,128.1,128.0,127.6,123.7,123.2,122.4,122.0,119.0(q,J=249.3Hz),113.8,99.5,90.6,54.9,32.0,31.8,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23F3N5O:502.1855;实测值502.1858.
TBI-1028,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.30(d,J=2.1Hz,1H),8.07(s,1H),7.60(dd,J=7.2,1.8Hz,1H),7.46(s,1H),7.32(t,J =8.4Hz,2H),7.23(dd,J=8.7,5.1Hz,2H),7.07(m,2H),6.75(s,1H),6.38(dd,J=7.5,1.5Hz,1H),5.14(s,1H),3.86(m,2H),3.29(m,3H),2.27(s,3H),1.54(m,4H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.7Hz),151.1,150.8,145.1,143.7,141.1,136.3,135.6,135.2,133.6,133.4,131.5,130.8,130.7,128.5,128.3,127.9,123.1,118.4(d,J=22.7Hz),114.0,99.5,88.9,66.1,54.3,33.4,18.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5O:480.2200;实测值480.2201.
TBI-1029,5-(4-氟苯基)-3-环己基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(s,1H),8.16(s,1H),7.69(d,J=7.2Hz,1H),7.58(s,1H),7.43(t,J=7.5Hz,2H),7.34(m,2H),7.16(m,2H),6.82(s,1H),6.48(d,J=7.8Hz,1H),5.25(s,1H),3.08(m,1H),2.38(s,3H),1.75(m,2H),1.60(m,3H),1.38(m,2H),1.22(m,3H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.4Hz),151.1,150.5,144.9,143.8,141.1,136.5,135.7,135.0,133.5,131.7,130.9,130.8,128.3,128.2,127.6,122.9,118.4(d,J=22.9Hz),113.9,99.3,89.3,57.9,33.6,25.8,24.6,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5:478.2407;实测值478.2405.
TBI-1030,5-(4-氟苯基)-3-环丙基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.35(d,J=1.5Hz,1H),8.16(s,1H),7.67(dd,J=7.2,1.5Hz,1H),7.55(s,1H),7.38(m,4H),7.15(m,2H),6.78(s,1H),6.44(d,J=7.3Hz,1H),5.53(s,1H),2.74(m,1H),2.37(s,3H),0.87(m,2H),0.81(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),152.4,151.3,145.0,143.5,141.2,136.2,135.7,134.9,133.5,131.9,131.0,130.9,128.5,128.1,127.6,122.9,118.5(d,J=22.4Hz),113.8,99.3,89.4,32.8,18.4,9.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23FN5:436.1937;实测值436.1940.
TBI-1031,5-(4-氟苯基)-3-环丁基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.41(d,J=2.1Hz,1H),8.18(s,1H),7.72(dd,J=7.8,1.2Hz,1H),7.58(s,1H),7.43(t,J=8.4Hz,2H),7.33(dd,J=8.7,5.1Hz,2H),7.17(m,2H),6.83(s,1H),6.49(dd,J=7.5,1.5Hz,1H),5.08(s,1H),3.86(m,1H),2.38(s,3H),2.16(m,2H),2.04(m,2H),1.75(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),151.2.151.0,145.1,143.7,141.2,136.3,135.7,134.7,133.5,131.6,130.9,130.8,128.5,128.3,127.8,123.1,118.4(d,J=22.9Hz),114.0,99.4,90.6,54.8,32.0,18.5,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5:450.2094;实测值450.2092.
TBI-1032,5-(3-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.28(dd,J=5.4,1.8Hz,1H),7.80(t,J=8.1Hz,2H),7.68(dd,J=7.5,1.8Hz,1H),7.53(d,J=8.1Hz,1H),7.30(d,J=7.8Hz,1H),7.28(m,1H),7.17(m,3H),6.57(s,1H),6.46(dd,J=7.8,1.5Hz,1H),5.26(s,1H),3.45(m,1H),2.55(s,3H),1.10(d,J=6.6Hz,3H),1.07(d,J=6.3Hz,3H).13C NMR(100MHz,CDCl3)δ:152.4,151.2,151.0,150.3,144.3,144.2,139.0,135.5,134.7,132.7,131.2,129.3,128.3,127.7,127.6,123.1,122.4,122.0,121.7,119.0(q,J=249.3Hz),113.7,98.8,89.1,49.4,23.7,23.2,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5O:504.2011;实测值504.2009.
TBI-1033,5-(3-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(dd,J=5.4,1.8Hz,1H),7.80(t,J=8.1Hz,2H),7.68(dd,J=7.2,2.1Hz,1H),7.53(d,J=8.1Hz,1H),7.33(d,J=7.8Hz,1H),7.26(m,1H),7.18(m,3H),6.59(s,1H),6.50(dd,J=7.8,1.5Hz,1H),5.21(s,1H),3.36(s,3H),3.20(m,1H),3.08(m,1H),2.54(s,3H),2.06(m,2H),1.70(m,2H),1.40(m,2H),1.19(m,2H).13C NMR(100MHz,CDCl3)δ:152.2,151.2,151.1,150.9,144.3,144.0,138.8,135.5,134.7,134.6,132.7,131.1,129.2,128.3,127.8,127.5,123.2,122.5,121.9,121.7,119.0(q,J=249.3Hz),113.7,98.9,89.1,78.4,57.2,55.8,31.3,30.8,29.8,29.7,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O2:574.2430;实测值574.2430.
TBI-1034,5-(3-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(dd,J=5.4,1.8Hz,1H),7.80(t,J=8.1Hz,2H),7.68(dd,J=7.2,1.8Hz,1H),7.53(d,J=8.7Hz,1H),7.33(d,J=9.0Hz,1H),7.29(m,1H),7.16(m,3H),6.59(s,1H),6.48(dd,J=7.5,1.8Hz,1H),5.23(s,1H),3.09(m,1H),2.55(s,3H),1.73(m,2H),1.58(m,3H),1.36(m,2H),1.22(m,3H).13C NMR(100MHz,CDCl3)δ:152.1,151.1,151.0,150.0,144.1,138.9,135.5,134.7,134.6,132.6,131.1,128.9,128.3,127.6,123.0,122.4,122.1,121.6,119.0(q,J=249.3Hz),113.6,98.8,89.3,57.7,33.8,33.4,25.8,24.4,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2324;实测值544.2324.
TBI-1035,5-(3-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.30(dd,J=4.8,1.2Hz,1H),7.82(t,J=7.5Hz,2H),7.71(dd,J=7.5,1.8Hz,1H),7.56(d,J=8.1Hz,1H),7.33(d,J=7.8Hz,1H),7.29(m,1H),7.19(m,3H),6.62(s,1H),6.50(dd,J=7.8,1.5Hz,1H),5.23(s,1H),3.96(m,2H),3.42(m,3H),2.56(s,3H),1.64(m,4H).13C NMR(100MHz,CDCl3)δ:152.2,151.0,150.7,144.3,144.0,138.8,135.6,134.8,134.5,132.7,131.0,129.2,128.4,127.9,127.6,123.3,122.6,122.1,121.7,119.0(q,J=249.3Hz),113.8,99.0,88.9,66.0,54.1,33.5,33.1,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O2:546.2117;实测值546.2119.
TBI-1038,5-(3-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.82(m,3H),7.70(dd,J=7.8,1.8Hz,1H),7.52(d,J=8.7Hz,1H),7.32(d,J=7.8Hz,1H),7.28(brs,1H),7.16(m,2H),6.90(m,2H),6.45(dd,J=7.2,1.8Hz,1H),5.24(s,1H),4.04(s,3H),3.42(m,1H),1.11(d,J=6.3Hz,3H),1.08(d,J=6.3Hz,3H).13C NMR(100MHz,CDCl3)δ:155.5,151.2,151.1,150.6,142.9,138.9,135.5,134.6,132.6,131.3,128.3,127.7,127.6,125.0,124.8,123.0,122.3,122.0,120.0(q,J=249.3Hz),116.8,113.6,100.1,89.3,53.7,49.4,23.7,23.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5O2:520.1960;实际值520.1959.
TBI-1039,5-(3-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.90(brs,1H),7.82(m,3H),7.71(dd,J=6.9,2.1Hz,1H),7.53(d,J=7.8Hz,1H),7.33(d,J=7.8Hz,1H),7.26(brs,1H),7.17(m,2H),6.92(m,2H),6.49(dd,J=7.5,1.5Hz,1H),5.20(s,1H),4.03(s,3H),3.36(s,3H),3.22(m,1H),3.08(m,1H),2.05(m,2H),1.70(m,2H),1.44(m,2H),1.18(m,2H).13C NMR(100MHz,CDCl3)δ:155.4,151.2,151.1,142.8,138.8,135.6,134.7,132.6,131.2,128.3,127.8,127.6,124.8,123.1,122.4,122.0,119.0(q,J=249.3Hz),116.8,113.7,100.2,89.3,78.4,57.1,55.8,53.7,31.1,30.6,29.7,29.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O3:590.2379;实测值:590.2378.
TBI-1040,5-(3-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.00(brs,1H),7.80(m,3H),7.69(dd,J=7.5,1.8Hz,1H),7.53(d,J=8.7Hz,1H),7.33(d,J=7.8Hz,1H),7.28(brs,1H),7.16(m,2H),6.92(m,2H),6.46(dd,J=7.8,1.5Hz,1H),5.22(s,1H),4.03(s,3H),3.09(m,1H),1.74(m,2H),1.58(m,3H),1.37(m,2H),1.22(m,3H).13C NMR(100MHz,CDCl3)δ:155.4,151.3,151.1,150.5,142.9,138.9,138.7,135.6,134.6,132.6,131.3,128.3,127.7,124.9,124.6,123.0,122.3,122.2,120.0(q,J=249.3Hz),116.8,113.6,100.1,89.5,57.6,53.7,33.7,33.3,25.9,24.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O2:560.2273;实测值560.2272.
TBI-1041,5-(3-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.82(m,3H),7.72(d,J=7.2Hz,1H),7.55(d,J=8.1Hz,1H),7.33(d,J=8.1Hz,1H),7.29(brs,1H),7.18(m,2H),6.93(m,2H),6.48(d,J=7.8Hz,1H),5.21(s,1H),4.04(s,3H),3.99(m,2H),3.41(m,3H),1.66(m,4H).13C NMR(100MHz,CDCl3)δ:155.3,151.1,150.9,142.6,138.8,135.6,134.8,132.7,131.1,128.4,127.9,127.6,124.7,124.5,123.2,122.5,122.1,119.0(q,J=249.3Hz),116.8,113.7,100.3,89.0,65.7,53.7,33.4,33.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O3:562.2066;实测值:562.2065.
TBI-1042,5-(4-氟苯基)-3-(4-四氢硫代吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.11(1H,s),7.85(1H,dd,J=7.5,1.5Hz),7.81(1H,dd,J=5.1,1.5Hz),7.72(1H,dd,J=7.5,1.8Hz),7.43(2H,t,J=8.7Hz),7.33(2H,dd,J=9.0,5.1Hz),7.17(2H,m),6.98(1H,s),6.92(1H,dd,J=7.8,5.1Hz),6.49(1H,dd,J=7.8,1.2Hz),5.19(1H,s),4.06(3H,s),3.28(1H,m),2.95(2H,m),2.48(2H,m),1.86(4H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.4Hz),155.3,151.0,150.8,142.6,138.7,135.7,135.3,133.4,131.7,130.8,130.7,128.3,127.8,124.9,124.2,123.1,118.5(d,J=22.7Hz),116.8,114.0,100.3,88.9,55.1,53.8,34.0,25.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5OS:512.1920;实测值512.1917.
TBI-1043,5-(4-氟苯基)-3-(4-四氢硫代吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.29(1H,d,J=4.5),7.83(1H,d,J=8.1Hz),7.70(1H,d,J=7.5Hz),7.44(2H,t,J=8.4Hz),7.34(2H,dd,J=8.4,4.8Hz),7.18(3H,m),6.63(1H,s),6.50(1H,d,J=7.5Hz),5.21(1H,s),3.23(1H,m),2.83(2H,m),2.56(3H,s),2.50(2H,m),1.92(2H,m),1.81(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.4Hz),152.1,150.8,150.7,144.3,144.0,135.7,135.3,134.6,133.4,131.5,130.8,130.7,129.0,128.3,127.8,123.1,121.7,118.5(d,J=22.7Hz),114.0,99.0,88.8,55.7,34.2,26.3,20.9.
TBI-1044,5-(2-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.90(1H,brs),7.85(1H,d,J=7.8Hz),7.81(1H,dd,J=4.8,0.9Hz),7.71(2H,m),7.62(2H,m),7.42(1H,d,J=7.5Hz),7.17(2H,m),6.92(2H,m),6.45(1H,d,J=7.5Hz),5.20(1H,s),4.03(3H,s),3.36(3H,s),3.23(1H,m),3.08(1H,m),2.05(2H,m),1.70(2H,m),1.44(2H,m),1.18(2H,m).13C NMR(100MHz,CDCl3)δ:155.4,152.1,151.5,146.2,142.7,138.8,135.6,134.0,131.6,131.3,130.9,128.7,128.3,127.8,124.8,121.5,116.8,113.5,100.3,89.2,78.4,57.2,55.8,53.7,31.0,30.6,29.7,29.6.
TBI-1045,5-(2-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.04(1H,s),7.86(1H,dd,J=7.8,1.5Hz),7.82(1H,dd,J=5.1,1.5Hz),7.73(2H,m),7.64(2H,m),7.43(1H,dd,J=7.8,1.2Hz),7.19(2H,m),6.98(1H,s),6.93(1H,dd,J=7.8,5.1Hz),6.44(1H,d,J=7.5Hz),5.21(1H,s),4.04(3H,s),4.00(2H,m),3.47(3H,m),1.65(4H,m).13C NMR(100MHz,CDCl3)δ:155.3,151.3,151.0,146.2,142.6,138.8,135.6,134.2,131.6,131.3,130.8,128.8,128.4,127.9,124.8,124.5,123.2,121.6,116.8,113.5,100.4,88.9,65.7,65.6,53.8,53.5,33.4,33.1.
TBI-1046,5-(2-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.88(brs,1H),7.83(m,2H),7.69(m,4H),7.43(d,J=6.9Hz,1H),7.16(m,2H),6.92(m,2H),6.40(d,J=7.2Hz,1H),5.24(s,1H),4.04(s,3H),3.45(m,1H),1.11(d,J=6.3Hz,3H),1.10(d,J=6.3Hz,3H).13C NMR(100MHz,CDCl3)δ:155.5,151.3,150.7,146.3,142.9,138.8,135.5,134.0,131.5,131.4,131.0,128.9,128.8,128.2,127.7,125.0,124.8,123.0,121.7,116.8,113.4,100.2,89.2,53.7,49.4,23.6,23.3.
TBI-1047,5-(2-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.00(brs,1H),7.85(dd,J=8.1,1.5Hz,1H),7.80(dd,J=4.2,1.5Hz,1H),7.67(m,4H),7.43(dd,J=7.8,1.2Hz,1H),7.16(m,2H),6.93(m,2H),6.43(dd,J=7.5,1.5Hz,1H),5.21(s,1H),4.03(s,3H),3.10(m,1H),1.76(m,2H),1.58(m,3H),1.41(m,2H),1.22(m,3H).13C NMR(100MHz,CDCl3)δ:155.4,151.4,150.7,146.3,142.8,138.7,135.6,133.9,131.4,131.0,128.9,128.7,128.2,127.7,124.9,124.7,123.0,121.5,116.8,113.4,100.2,89.4,57.6,53.7,33.6,33.3,25.9,24.3.
TBI-1048,5-(4-氟苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.90(brs,1H),7.83(m,2H),7.72(d,J=6.6Hz,1H),7.36(m,4H),7.17(m,2H),6.92(m,2H),6.48(d,J=7.5Hz,1H),5.47(s,1H),4.02(s,3H),3.70(m,1H),3.55(m,2H),3.39(m,2H),3.28(s,6H).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250.0Hz),155.4,153.5,151.0,142.7,138.9,135.7,135.0,133.4,131.8,130.9,128.3,127.8,125.0,123.0,118.4(d,J=23.1Hz),116.8,114.0,100.2,90.2,74.4,59.1,58.7,53.7
TBI-1049,5-(4-氟苯基)-3-(2,3-二甲氧基-1-丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.34(brs,1H),8.78(s,1H),8.13(m,2H),7.89(d,J=7.2Hz,1H),7.63(m,4H),7.46(m,2H),6.99(m,2H),6.83(s,1H),6.14(s,1H),3.96(s,3H),3.59(m,2H),3.49(m,1H),3.37(m,3H),3.34(s,3H).13C NMR(100MHz,CDC l3)δ:163.6(d,J=250.0Hz),157.8,153.2,144.1,141.0,138.7,135.2,134.4,131.8,130.3,129.9,129.6,129.5,127.3,122.0,118.9(d,J=23.1Hz),117.3,116.3,107.0,90.4,78.2,71.4,59.5,57.8,53.7,45.4.
TBI-1050,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:12.24(s,1H),8.72(s,1H),8.66(d,J=3.0Hz,1H),8.56(dd,J=8.4,1.8Hz,1Hz),7.45(m,3H),7.32(m,2H),7.17(m,1H),6.95(dd,J=8.1,4.5Hz,1H),6.42(m,1H),5.29(s,1H),3.47(m,1H),1.15(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:154.3,151.9,150.5,148.7,140.4,135.8,135.7,135.6,135.2,135.1,132.2,131.8,130.8,130.4,129.0,128.8,122.9,114.8,113.8,111.5,89.1,49.5,23.5.
TBI-90B,5-(4-氟苯基)-3-(4-四氢硫代吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.55(1H,s),8.17(1H,d,J=4.8Hz),8.03(2H,m),7.76(5H,m),7.40(1H,d,J=8.4Hz),7.20(1H,s),7.07(1H,d,J=4.8Hz),622(1H,s),3.03(1H,m),2.66(4H,m),2.53(3H,s),2.18(2H,m),1.60(2H,m).
TBI-900,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,d,J=2.4Hz),7.69(1H,d,J=7.8Hz),7.67(1H,dd,J=7.8,2.4Hz),7.43(2H,dd,J=8.4,8.1Hz),7.31(2H,dd,J=8.4,5.1Hz),7.17(3H,m),6.74(1H,s),6.49(1H,d,J=7.5Hz),5.24(1H,s),3.97(2H,m),3.40(3H,m),2.58(3H,s),1.66(4H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),153.5,151.1,150.7,144.3,143.8,135.7,135.2,133.9,133.4,131.5,130.8,130.7,130.1,129.5,128.3,127.7,123.1(d,J=12Hz),118.4(d,J=23Hz),114.0,99.0,88.8,66.1,54.3,33.4,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5O:480.2199;实测值480.2206.
TBI-901,5-(4-氟苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.47(1H,d,J=2.4Hz),7.74(1H,d,J=7.8Hz),7.68(1H,dd,J=7.8,2.4Hz),7.46(2H,dd,J=8.4,8.1Hz),7.35(2H,dd,J=8.4,5.1Hz),7.23(3H,m),6.79(1H,s),6.56(1H,d,J=7.8Hz),5.27(1H,s),3.18(1H,m),2.87(2H,m),2.57(3H,s),2.36(3H,s),1.74(2H,m),1.28(4H,m).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250Hz),153.6,152.5,151.0,144.2,143.8,135.7,135.1,134.0,133.4,131.5,130.7,130.6,129.5,129.3,128.4,127.7,123.2(d,J=23Hz),118.4(d,J=23Hz),114.1,99.4,88.7,60.51,51.8,45.3,31.9,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30FN6:493.2516;实测值:493.2512.
TBI-902,5-(4-氟苯基)-3-(N-甲基-3-哌啶基甲基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.4Hz),7.70(1H,d,J=7.5Hz),7.67(1H,dd,J=7.5,2.7Hz),7.42(2H,dd,J=8.7,8.1Hz),7.33(2H,dd,J=8.4,4.8Hz),7.16(3H,m),6.73(1H,s),6.47(1H,d,J=7.8Hz),5.22(1H,s),3.00(2H,m),2.91(1H,d,J=10.5Hz),2.79(1H,d,J=10.5Hz),2.56(3H,s),2.26(3H,s),1.86(2H,t,J=9.6Hz),1.66(4H,m),1.26(1H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),153.5,151.6,149.8,143.9,143.6,135.8,135.1,133.8,133.0,131.0,130.7,130.4,130.3,129.9,128.6,128.3,123.4(d,J=12Hz),118.8(d,J=23Hz),114.1,98.9,89.0,60.9,56.3,54.1,46.7,38.1,28.6,25.2,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H32FN6:507.2672;实测值507.2668.
TBI-904,5-(4-氟苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.4Hz),7.70(1H,d,J=7.5Hz),7.68(1H,dd,J=7.5,2.7Hz),7.44(2H,dd,J=8.7,8.1Hz),7.35(2H,dd,J=8.4,4.8Hz),7.17(3H,m),6.74(1H,s),6.48(1H,d,J=7.8Hz),5.25(1H,s),3.12(1H,m),2.78(2H,m),2.57(3H,s),2.07(2H,m),1.90(2H,m),1.70(4H,m),1.46(1H,m),0.90(6H,d,J=6.0Hz).13CNMR(100MHz,CDCl3)δ:162.2(d,J=250Hz),153.4,151.0,149.8,144.4,143.7,135.7,135.1,134.1,133.5,131.6,130.9,129.4,128.8,128.3,127.6,123.1(d,J=24Hz),118.4(d,J=23Hz),113.9,98.9,89.1,67.1,56.1,52.5,32.8,25.7,23.8,21.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H36FN6:535.2985;实测值535.2982.
TBI-905,5-(4-氟苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.4Hz),7.70(1H,d,J=7.5Hz),7.67(1H,dd,J=7.5,2.7Hz),7.43(2H,dd,J=8.7,8.1Hz),7.35(2H,dd,J=8.4,4.8Hz),7.13(3H,m),6.72(1H,s),6.48(1H,d,J=7.8Hz),5.26(1H,s),3.07(1H,m),2.57(3H,s),1.74(2H,d,J=10.0Hz),1.61(2H,d,J=10.0Hz),1.38(3H,m),1.23(3H,m).13C NMR(100MHz,CDCl3)δ:162.2(d,J=250Hz),153.3,151.1,150.6,144.4,143.7,135.7,135.0,134.1,133.5,131.6,130.9,130.8,129.4,128.2,127.5,123.1(d,J=32Hz),118.3(d,J=23Hz),113.8,98.9,89.3,58.0,33.6,25.8,24.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5:478.2407;实测值478.2405.
TBI-906,5-(4-氟苯基)-3-(1’,4’-反式-4-羟基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.4Hz),7.70(1H,d,J=7.5Hz),7.68(1H,dd,J=7.5,2.7Hz),7.43(2H,dd,J=8.7,8.1Hz),7.34(2H,dd,J=8.4,4.8Hz),7.16(3H,m),6.73(1H,s),6.49(1H,d,J=7.8Hz),5.24(1H,s),3.66(1H,m),3.07(1H,m),2.56(3H,s),2.00(2H,d,J=9.6Hz),1.68(2H,d,J=9.6Hz),1.45(2H,m),1.24(2H,m).13C NMR(100MHz,CDC13)δ:162.2(d,J=250Hz),153.4,151.3,150.8,144.3,143.6,135.6,135.1,134.0,133.4,131.5,130.8,130.7,129.5,128.2,127.7,123.1(d,J=23Hz),118.4(d,J=23Hz),113.9,98.9,89.0,69.9,572,33.8,30.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O:494.2356;实测值494.2352.
TBI-907,5-(4-氟苯基)-3-(1’,4’-反式-4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.4Hz),7.70(1H,d,J=7.5Hz),7.68(1H,dd,J=7.5,2.7Hz),7.54(2H,dd,J=8.7,8.1Hz),7.43(2H,dd,J=8.4,4.8Hz),7.16(3H,m),6.73(1H,s),6.51(1H,d,J=7.8Hz),5.25(1H,s),3.36(3H,s),3.16(1H,m),3.09(1H,m),2.56(3H,s),2.07(2H,d,J=10.1Hz),1.71(2H,d,J=10.1Hz),1.45(2H,m),1.17(2H,m).13C NMR(100MHz,CDCl3)δ:162.2(d,J=250Hz),153.4,151.3,150.8,144.2,143.7,135.4,135.1,134.0,133.2,131.5,130.8,130.7,128.8,128.3,127.3,123.7(d,J=23Hz),118.4(d,J=23Hz),113.9,98.9,89.1,78.4,63.7,55.8,30.5,30.0,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31FN5O:508.2513;实测值508.2513.
TBI-908,5-(4-氟苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.41(1H,d,J=2.4Hz),7.65(2H,dd,J=8.7,8.1Hz),7.39(2H,dd,J=8.4,4.8Hz),7.36(2H,m),7.15(3H,m),6.66(1H,s),6.43(1H,d,J=7.8Hz),5.54(1H,s),2.73(1H,m),2.56(3H,s),0.89(2H,m),0.81(2H,m).13C NMR(100MHz,CDCl3)δ:162.2(d,J=250Hz),153.4,151.3,150.8,144.2,143.7,135.4,135.1,134.0,133.2,131.5,130.8,130.7,128.8,128.3,127.3,123.7(d,J=23Hz),118.4(d,J=23Hz),113.9,98.9,89.1,32.8,23.8,9.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23FN5:436.1937;实测值:436.1932.
TBI-910,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(1H,d,J=2.4Hz),8.22(1H,d,J=8.7Hz),7.75(1H,dd,J=8.7,2.4Hz),7.68(1H,d,J=7.2Hz),7.42(2H,dd,J=9.0,8.1Hz),7.34(2H,dd,J=8.4,4.8Hz),7.15(2H,m),6.70(1H,s),6.46(1H,d,J=7.8Hz),5.27(1H,s),3.45(1H,m),2.23(3H,s),1.09(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:168.2,162.8(d,J=250Hz),150.9,150.4,147.1,144.4,142.1,135.7,135.1,133.5,133.2,132.1,131.7,128.2,127.6,122.9,118.5(d,J=22Hz),114.0(d,J=7.5Hz),98.8,89.0,49.4,24.7,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H26FN6O:481.2152;实测值481.2148.
TBI-911,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(1H,d,J=2.4Hz),8.23(1H,d,J=8.7Hz),7.75(1H,dd,J=8.7,2.4Hz),7.70(1H,d,J=7.2Hz),7.42(2H,t,J=8.4Hz),7.33(2H,dd,J=8.4,4.8Hz),7.17(2H,m),6.73(1H,s),6.49(1H,d,J=7.8Hz),524(1H,s),3.97(2H,m),3.45(3H,m),2.23(3H,s),1.65(4H,m).13C NMR(100MHz,CDCl3)δ:168.3,162.8(d,J=250Hz),151.1,150.6,147.4,144.3,142.2,135.7,135.3,133.4,132.9,132.1,131.5,130.8,130.7,128.4,127.8,123.1,118.4(d,J=23Hz),114.0(d,J=7.5Hz),99.0,88.8,66.1,54.3,33.4,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28FN6O2:53.2258;实测值523.2252.
TBI-912,5-(4-氟苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(1H,d,J=2.4Hz),8.23(1H,d,J=8.4Hz),7.75(1H,dd,J=8.7,2.4Hz),7.72(1H,d,J=7.2Hz),7.44(2H,dd,J=8.4,8.1Hz),7.33(2H,dd,J=8.7,4.8Hz),7.20(2H,m),6.74(1H,s),6.52(1H,d,J=7.2Hz),5.26(1H,s),3.18(1H,m),2.87(2H,m),2.36(3H,s),2.23(3H,s),1.74(2H,m),1.28(4H,m).13C NMR(100MHz,CDCl3)δ:168.3,162.9(d,J=250Hz),151.4,150.7,147.4,144.2,142.4,135.9,135.2,133.4,132.9,132.1,131.4,130.7,130.6,128.5,128.0,123.5,118.5(d,J=23Hz),114.1(d,J=7.5Hz),99.2,89.0,60.51,53.5,45.9,31.9,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31FN7O:536.2574;实测值536.2576.
TBI-913,5-(4-氟苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(1H,d,J=2.4Hz),8.22(1H,d,J=8.4Hz),7.75(1H,dd,J=8.7,2.4Hz),7.72(1H,d,J=7.2Hz),7.48(2H,dd,J=8.4,8.1Hz),7.33(2H,dd,J=8.7,4.8Hz),6.99(2H,m),6.78(1H,s),6.55(1H,d,J=7.2Hz),5.31(1H,s),3.17(1H,m),2.81(2H,m),2.22(3H,s),1.96(2H,m),1.90(2H,m),1.73(4H,m),1.49(1H,m),0.89(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:168.5,163.0(d,J=250Hz),151.3,150.7,147.5,144.0,142.3,135.8,135.2,133.2,132.8,132.3,131.2,130.6,130.4,128.7,128.0,123.6,118.5(d,J=23Hz),114.2(d,J=7.5Hz),99.3,89.2,66.7,52.5,45.4,32.0,25.6,24.6,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H37FN7O:578.3044;实测值578.3041.
TBI-915,5-(4-氟苯基)-3-(1’,4’-反式-4-甲氧基环己基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.27(1H,d,J=2.4Hz),8.23(1H,d,J=8.4Hz),7.74(1H,dd,J=8.7,2.4Hz),7.72(1H,d,J=7.5Hz),7.43(2H,dd,J=8.7,8.1Hz),7.33(2H,dd,J=8.7,4.8Hz),7.20(2H,m),6.74(1H,s),6.53(1H,d,J=7.5Hz),5.28(1H,s),3.36(3H,s),3.19(1H,m),3.09(1H,m),2.23(3H,s),2.07(2H,d,J=10.1Hz),1.71(2H,d,J=10.1Hz),1.45(2H,m),1.17(2H,m).13C NMR(100MHz.CDCl3)δ:168.4,163.0(d,J=250Hz),151.5,150.6,147.4,144.1,142.1,135.7,135.2,133.2,132.8,132.3,131.2,130.6,130.4,128.8,127.9,123.4,118.5(d,J=23Hz),114.2(d,J=7.5Hz),99.9,89.2,78.2,56.2,55.8,30.7,30.0,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H32FN6O2:551.2571;实测值551.2571.
TBI-916,5-(4-氟苯基)-3-环己基亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(1H,d,J=2.4Hz),8.21(1H,d,J=9.0Hz),7.74(1H,dd,J=9.0,2.4Hz),7.68(1H,d,J=7.5Hz),7.43(2H,dd,J=8.7,8.1Hz),7.33(2H,dd,J=8.7,4.8Hz),7.15(2H,m),6.70(1H,s),6.48(1H,d,J=7.5Hz),5.25(1H,s),3.06(1H,m),2.23(3H,s),1.74(2H,d,J=10.0Hz),1.61(2H,d,J=10.0Hz),1.37(3H,m),1.21(3H,m).13C NMR(100MHz,CDCl3)δ:168.4,163.0(d,J=250Hz),151.5,150.6,147.4,144.1,142.1,135.7,135.2,133.2,132.8,132.3,131.2,130.6,130.4,128.8,127.9,123.4,118.5(d,J=23Hz),114.2(d,J=7.5Hz),99.9,89.2,58.0,33.6,25.8,24.7,24.6.HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H30FN6O:521.2465;实测值521.2465.
TBI-917,5-(4-氟苯基)-3-(1’,4’-反式-4-羟基环己基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.28(1H,d,J=2.4Hz),8.22(1H,d,J=9.0Hz),7.74(1H.dd,J=9.0,2.4Hz),7.69(1H,d,J=7.5Hz),7.43(2H,dd,J=8.7,8.1Hz),7.33(2H,dd,J=8.7,4.8Hz),7.16(2H,m),6.70(1H,s),6.49(1H,d,J=7.5Hz),5.24(1H,s),3.69(1H,m),3.07(1H,m),2.23(3H,s),2.01(2H,d,J=9.6Hz),1.68(2H,d,J=9.6Hz),1.46(2H,m).1.25(2H,m).13C NMR(100MHz,CDCl3)δ:168.2,162.8(d,J=250Hz),151.2,150.8,147.2,144.3,142.2,135.7,135.1,133.4,133.0,132.0,131.6,130.8,130.7,128.3,127.7,123.0,118.4(d,J=23Hz),114.0(d,J=7.5Hz),98.9,89.0,70.0,57.2,33.7,31.2,24.7.HRMS (ESI-TOF+):m/z[M+H]+计算值:C31H30FN6O2:537.2414;实测值537.2419.
TBI-920,5-(4-氟苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(1H,d,J=2.4Hz),8.32(1H,dd,J=4.8,1.2Hz),7.77(1H,dd,J=8.4,1.2Hz),7.69(1H,d,J=7.5Hz),7.43(2H,m),7.35(2H,m),7.31(1H,m),7.30(1H,m),7.16(2H,m),6.84(1H,s),6.49(1H,d,J=7.5Hz),5.26(1H,s),3.09(1H,m),1.74(2H,m),1.61(3H,m),1.38(2H,m),1.15(3H,m).13CNMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),151.0,150.5,144.2,143.9,143.7,136.9,135.7,135.1,133.5,131.7,130.9,130.8,128.3,127.8,127.7,123.6,122.9,118.4(d,J=23Hz),113.9(d,J=7.5Hz),99.4,89.3,57.9,33.7,25.7,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5:464.2250;实测值:464.2252.
TBI-921,5-(4-氟苯基)-3-(1’,4’-反式-4-羟基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.57(1H,d,J=2.4Hz),8.33(1H,dd,J=4.8,1.2Hz),7.79(1H,dd,J=8.4,1.2Hz),7.71(1H,d,J=7.5Hz),7.43(2H,m),7.36(2H,m),7.31(1H,m),7.17(2H,m),6.85(1H,s),6.50(1H,d,J=7.5Hz),5.25(1H,s),3.70(1H,m),3.08(1H,m),2.00(2H,m),1.68(2H,m),1.43(2H,m),1.25(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),151.2,150.8,144.3,143.9,143.5,136.8,135.6,135.2,133.4,131.7,130.8,130.7,128.4,127.9,123.7,123.1,118.4(d,J=23Hz),114.0(d,J=7.5Hz),99.5,89.0,70.0,57.2,33.7,31.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27FN5O:480.2200;实测值:480.2199.
TBI-922,5-(4-氟苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.54(1H,d,J=2.4Hz),8.31(1H,dd,J=4.8,1.2Hz),7.74(1H,dd,J=8.4,1.2Hz),7.66(1H,d,J=7.5Hz),7.44(3H,m),7.28(2H,dd,J=8.4,4.8Hz),7.13(2H,m),6.78(1H,s),6.42(1H,d,J=7.5Hz),5.53(1H,s),2.73(1H,m),0.88(2H,m),0.80(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),152.4,151.2,144.3,143.9,143.4,136.6,135.7,134.9,133.4,131.9,130.9,130.8,128.2,127.8,123.6,122.9,118.5(d,J=23Hz),113.9(d,J=7.5Hz),99.4,89.4,32.8,9.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H21FN5:422.1781;实测值422.1780.
TBI-923,5-(4-氟苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(1H,d,J=2.4Hz),8.33(1H,dd,J=4.8,1.2Hz),7.77(1H,dd,J=8.4,1.2Hz),7.70(1H,d,J=7.5Hz),7.43(3H,m),7.31(2H,dd,J=8.4,4.8Hz),7.17(2H,m),6.83(1H,s),6.49(1H,d,J=7.5Hz),5.09(1H,s),3.89(1H,m),2.17(2H,m),2.04(2H,m),1.69(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250Hz),151.2,150.9,144.3,143.9,143.5,136.7,135.7,134.7,133.4,131.6,130.9,130.8,128.3,127.8,123.6,123.1,118.4(d,J=23Hz),113.9(d,J=7.5Hz),99.5,90.5,54.8,31.9,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23FN5:436.1937;实测值436.1936.
TBI-930,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.15(1H,d,J=2.4Hz),7.64(2H,m),7.42(2H,m),7.34(2H,m),7.13(2H,m),6.78(1H,d,J=8.7Hz),6.50(1H,s),6.46(1H,d,J=7.8Hz),5.27(1H,s),3.96(3H,s),3.46(1H,m),1.09(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.2,150.9,150.5,145.8,142.4,135.6,135.2,135.0,133.5,131.5,130.9,130.8,130.1,128.0,127.3,122.8,118.4(d,J=23Hz),113.8,111.0,98.0,89.0,53.6,49.3,22.7.
TBI-931,5-(4-氟苯基)-3-环丙基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.10(1H,d,J=2.4Hz),7.62(2H,m),7.44(2H,m),7.36(2H,m),7.12(2H,m),6.79(1H,d,J=8.7Hz),6.43(1H,s),6.42(1H,d,J=7.8Hz),5.53(1H,s),3.95(3H,s),2.73(1H,m),0.87(2H,m),0.79(2H,m).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.3,152.6,151.2,145.8,142.7,135.8,135.3,134.9,133.6,131.7,130.9,130.8,130.0,128.0,127.3,122.8,118.4(d,J=23Hz),113.8,111.1,98.1,89.4,53.6,32.8,9.8.
TBI-932,5-(4-氟苯基)-3-环己基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.15(1H,d,J=2.4Hz),7.63(2H,m),7.42(2H,m),7.32(2H,m),7.13(2H,m),6.78(1H,d,J=8.7Hz),6.49(1H,s),6.47(1H,d,J=7.8Hz),5.24(1H,s),3.95(3H,s),3.07(1H,m),1.73(2H,m),1.61(3H,m),1.33(2H,m),1.21(3H,m).13CNMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.2,151.1,150.6,145.9,142.4,135.6,135.0,134.9,133.6,131.5,130.9,130.8,130.2,128.1,127.2,122.8,118.4(d,J=23Hz),113.8,111.0,98.0,89.3,58.0,53.6,33.6,25.8,24.7.
TBI-933,5-(4-氟苯基)-3-(1’,4’-反式-4-甲氧基环己基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.14(1H,d,J=2.4Hz),7.68(2H,m),7.41(2H,m),7.32(2H,m),7.15(2H,m),6.78(1H,d,J=8.7Hz),6.50(1H,s),6.48(1H,d,J=7.8Hz),5.24(1H,s),3.96(3H,s),3.36(3H,s),3.19(1H,m),3.08(1H,m),2.08(2H,m),1.70(2H,m),1.40(2H,m),1.20(2H,m).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.2,151.3,150.9,145.9,142.5,135.7,135.1,134.9,133.5,131.5,130.8,130.7,130.2,128.2,127.4,122.9,118.4(d,J=23Hz),113.9,111.0,98.1,89.0,57.4,55.8,53.6,31.2,30.0.
TBI-934,5-(4-氟苯基)-3-环丁基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.13(1H,d,J=2.4Hz),7.63(2H,m),7.43(2H,m),7.30(2H,m),7.12(2H,m),6.77(1H,d,J=8.7Hz),6.48(1H,s),6.46(1H,d,J=7.8Hz),5.06(1H,s),3.93(3H,s),3.87(1H,m),2.15(2H,m),2.03(2H,m),1.73(2H,m).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.1,151.2,150.6,145.5,142.2,135.5,134.9,134.4,133.4,131.2,130.8,130.7,130.0,128.0,127.3,122.8,118.2(d,J=23Hz),113.8,110.9,98.0,90.4,54.7,53.4,31.8,15.9.
TBI-935,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.15(1H,d,J=2.4Hz),7.65(2H,m),7.43(2H,m),7.34(2H,m),7.16(2H,m),6.79(1H,d,J=8.7Hz),6.53(1H,s),6.48(1H,d,J=7.5Hz),5.24(1H,s),3.99(2H,m),3.96(3H,s),3.40(3H,m),1.65(4H,m).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),161.3,151.2,150.7,145.9,142.5,135.7,135.1,134.4,133.5,131.4,130.8,130.7,130.0,128.2,127.4,123.0,118.2(d,J=23Hz),114.0,111.1,98.2,88.8,66.1,54.4,53.4,33.4.
TBI-940,5-(4-氟苯基)-3-环丙基亚氨基-2-(4-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.53(1H,s),8.26(1H,d,J=4.8Hz),7.55(1H,d,J=7.5Hz).7.35(2H,t,J=8.4Hz),7.29(2H,m),7.10(2H,d,J=4.8Hz),7.05(2H,m),6.36(1H,d,J=7.5Hz),6.16(1H,s),5.47(1H,s),2.69(1H,m),2.19(3H,s),0.83(2H,m),0.78(2H,m).13C NMR(100MHz,CDCl3)δ:162.7(d,J=250Hz),152.3,151.2,146.7,146.4,145.2,142.5,135.7,135.3,134.9,133.6,131.8,130.9,130.8,128.1,127.4,122.8,118.5(d,J=23Hz),113.8,98.8,89.3,32.8,17.4,10.0.
TBI-950,5-(4-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.47(1H,s),7.70(3H,m),7.60(2H,d,J=8.7Hz),7.41(2H,d,J=8.7Hz),7.19(2H,m),6.74(1H,s),6.51(1H,d,J=8.1Hz),5.17(1H,s),3.97(2H,m),3.36(3H,m),1.63(4H,m).
TBI-951,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.55(1H,br.s),8.36(2H,d,J=4.8Hz),8.30(1H,s),7.58(1H,d,J=7.5Hz),7.40(2H,d,J=7.8Hz),7.23(2H,d,J=7.8Hz),6.99(2H,m),6.64(1H,s),6.24(1H,d,J=7.5Hz),5.03(1H,s),3.24(1H,m),1.06(6H,d,J=6.0Hz).
TBI-952,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.31(1H,br.s),8.38(1H,d,J=3.9Hz),8.28(1H,s),7.76(1H,d,J=7.5Hz),7.58(2H,d,J=7.8Hz),7.42(2H,d,J=7.8Hz),7.16(2H,m),6.98(1H,d,J=8.4Hz),6.85(1H,m),6.44(1H,d,J=7.5Hz),5.21(1H,s),3.44(1H,m),1.07(6H,d,J=6.0Hz).
TBI-953,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,br.s),8.31(1H,s),8.28(1H,d,J=2.4Hz),8.05(1H,d,J=2.4Hz),7.78(1H,d,J=9.3Hz),7.59(2H,d,J=7.8Hz),7.42(2H,d,J=7.8Hz),7.19(2H,m),6.45(1H,d,J=9.3Hz),5.30(1H,s),5.22(1H,s),3.43(1H,m),1.10(6H,d,J=6.0Hz).
TBI-954,5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(3-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:12.24(1H,br.s),8.73(1H,s),8.66(1H,d,J=4.5Hz),8.56(1H,d,J=8.1Hz),7.78(1H,d,J=9.3Hz),7.59(2H,d,J=8.4Hz),7.42(2H,d,J=8.4Hz),7.19(2H,m),6.95(1H,dd,J=8.1,4.5Hz),6.44(1H,d,J=9.3Hz),5.23(1H,s),3.45(1H,m),1.14(6H,d,J=6.0Hz).
TBI-960,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(嘧啶-5-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.67(1H,br.s),9.00(2H,s),8.67(1H,s),7.71(1H,d,J=7.5Hz),7.70(2H,d,J=7.5Hz),7.27(2H,d,J=7.5Hz),7.14(2H,m),6.47(1H,d,J=7.5Hz),5.19(1H,s),3.96(2H,m),3.35(3H,m),1.61(4H,m).
TBI-961,5-(4-氯苯基)-3-环己基亚氨基-2-(嘧啶-5-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.68(1H,br.s),9.01(2H,s),8.67(1H,s),7.73(1H,d,J=7.5Hz),7.69(2H,d,J=7.5Hz),7.27(2H,d,J=7.5Hz),7.11(2H,m),6.43(1H,d,J=7.5Hz),5.19(1H,s),3.05(1H,m),1.73(2H,m),1.57(3H,m),1.33(2H,m),1.19(3H,m).
TBI-980,5-(3-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(嘧啶-5-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.67(1H,br.s),9.00(2H,s),8.67(1H,s),7.70(3H,m),7.36(1H,s),7.24(1H,m),7.15(2H,m),6.49(1H,d,J=7.5Hz),6.39(1H,s),5.19(1H,s),3.96(2H,m),3.35(3H,m),1.61(4H,m).
TBI-80A,5-(3-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.47(1H,s),7.68(4H,m),7.38(1H,s),7.27(1H,m),7.18(3H,m),6.74(1H,s),6.53(1H,d,J=7.5Hz),5.26(1H,s),3.98(2H,m),3.40(2H,m),2.84(1H,m),2.57(3H,s),1.67(4H,m).13C NMR(100MHz,CDCl3)δ:153.8,153.7,151.2,150.7,144.3,143.9,138.6,136.8,135.7,134.7,133.9,132.3,131.0,130.2,129.6,129.3,128.4,127.8,127.2,123.2,114.0,99.0,89.1,66.9,54.5,34.3,23.8.
TBI-80B,5-(3-氯苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,s),7.67(4H,m),7.38(1H,s),7.28(1H,m),7.16(3H,m),6.71(1H,s),6.50(1H,d,J=7.5Hz),5.25(1H,s),3.08(1H,m),1.76(2H,m),1.61(3H,m),1.35(2H,m),1.23(3H,m).13C NMR(100MHz,CDCl3)δ:153.8,153.3,151.0,150.6,144.4,143.7,138.7,136.7,135.6,134.5,134.0,132.2,131.2,130.2,129.4,128.2,127.6,127.3,123.2,123.0,113.8,98.8,89.5,58.1,33.6,25.8,24.7,23.8.
TBI-80C,5-(3-氯苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,s),7.67(4H,m),7.37(1H,s),7.28(1H,m),7.16(3H,m),6.74(1H,s),6.49(1H,d,J=7.5Hz),5.47(1H,s),3.73(1H,s),3.52(2H,m),3.44(2H,m),3.36(3H,s),3.28(3H,s),2.56(3H,s).13C NMR(100MHz,CDCl3)δ:153.5,153.3,151.0,150.7,144.4,143.7,138.7,136.7,135.6,134.5,134.0,132.2,131.2,130.2,129.4,128.2,127.6,127.3,123.2,123.1,114.0,99.0,90.1,74.6,74.3,59.1,59.0,58.4,23.8.
TBI-810,5-(3-氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.55(1H,s),8.33(1H,d,J=4.8Hz),7.76(1H,d,J=7.5Hz),7.66(3H,m),7.40(1H,s),7.29(2H,m),7.15(2H,m),6.78(1H,s),6.44(1H,d,J=7.5Hz),5.55(1H,s),3.45(1H,m),1.09(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:152.3,151.2,144.4,144.0,143.4,138.7,136.8,136.6,135.6,134.5,132.4,131.5,130.1,129.4,128.2,128.1,127.8,127.4,123.6,123.0,113.8,99.4,89.6,49.4,23.6.
TBI-811,5-(3-氯苯基)-3-(1’,4’-反式-4-羟基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.49(1H,s),8.25(1H,d,J=3.7Hz),8.03(1H,s),7.72(1H,d,J=7.5Hz),7.62(3H,m),7.31(1H,s),7.25(2H,m),7.12(2H,m),6.77(1H,s),6.46(1H,d,J=7.5Hz),5.18(1H,s),3.71(1H,m),3.05(1H,m),1.96(2H,m),1.69(2H,m),1.47(2H,m),1.25(2H,m).13C NMR(100MHz,CDCl3)δ:151.2,150.7,144.1,143.7,143.4,138.5,136.7,135.5,134.7,132.2,131.1,130.1,129.2,128.3,128.0,127.1,125.0,123.7,123.2,119.2,113.9,99.5,89.2,70.1,57.3,33.7,31.2
TBI-812,5-(3-氯苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.55(1H,d,J=1.7Hz),8.33(1H,d,J=4.0Hz),8.03(1H,s),7.76(1H,d,J=8.5Hz),7.65(3H,m),7.39(1H,s),7.28(2H,m),7.15(2H,m),6.78(1H,s),6.44(1H,d,J=7.5Hz),5.55(1H,s),2.75(1H,m),0.89(2H,m),0.82(2H,m).13C NMR(100MHz,CDCl3)δ:152.3,151.2144.4,144.0,143.4,138.7,136.8,136.6,135.6,134.5,132.4,131.5,130.1,129.4,128.3,128.1,127.8,127.4,123.6,123.0,113.8,99.4,89.6,32.9,10.0.
TBI-814,5-(3-氯苯基)-3-环丁基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(1H,d,J=2.4Hz),8.33(1H,d,J=4.8Hz),8.03(1H,s),7.78(1H,d,J=8.4Hz),7.65(3H,m),7.38(1H,s),7.29(2H,m),7.17(2H,m),6.83(1H,s),6.51(1H,d,J=8.4Hz),5.09(1H,s),3.89(1H,m),2.17(2H,m),2.04(2H,m),1.71(2H,m).13C NMR(100MHz,CDCl3)δ:151.0,150.4144.4,143.5,143.1,138.3,136.6,136.6,135.5,134.1,132.2,130.8,130.1,129.0,128.2,128.0,127.9,127.0,123.6,123.2,113.9,99.5,90.5,54.4,31.6,15.9.
TBI-820,5-(3-氯苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:7.81(5H,m),7.55(2H,m),7.11(3H,m),6.81(1H,s),6.55(2H,m),5.12(1H,s),3.94(3H,s),2.98(1H,m),1.68(2H,m),1.53(3H,m),1.28(2H,m),1.10(3H,m).13C NMR(100MHz,CDCl3)δ:150.3,150.1141.5,138.5,138.2,135.3,135.1,134.2,132.9,131.0,130.0,129.0,128.2,128.0,127.9,127.8,124.1,124.0,122.8,117.4,113.9,100.1,88.7,56.9,53.6,33.0,25.4,23.8.
TBI-821,5-(3-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.84(2H,m),7.74(1H,m),7.64(2H,m),7.37(1H,s),7.17(3H,m),6.90(2H,m),6.49(1H,m),5.48(1H,s),2.38(3H,s),1.09(6H,d,J=6.0Hz).13CNMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4,116.8,113.9,96.9,90.4,53.7,49.4,23.5.
TBI-822,5-(3-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.84(2H,m),7.74(1H,m),7.64(2H,m),7.38(1H,s),7.17(3H,m),6.90(2H,m),6.53(1H,m),5.27(1H,s),4.03(3H,s),3.96(2H,m),3.43(2H,m),2.85(1H,m),1.75(4H,m).13C NMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4.116.7,113.9,100.4,89.1,66.9,53.8,53.5,34.2.
TBI-823,5-(3-氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.80(2H,m),7.74(1H,m),7.66(2H,m),7.38(1H,s),7.17(3H,m),6.90(2H,m),6.44(1H,m),5.54(1H,s),4.04(3H,s),2.72(1H,m),0.84(4H,m).13CNMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4,116.8,113.9,100.2,89.8,53.7,32.9,10.1.
TBI-824,5-(3-氯苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.84(2H,m),7.69(3H,m),7.38(1H,s),7.17(3H,m),6.93(2H,m),6.50(1H,m),5.08(1H,s),4.04(3H,s),3.93(1H,m),2.20(2H,m),2.07(2H,m),1.75(2H,m).13C NMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4,116.8,113.9,100.2,90.4,54.8,53.7,31.9,16.0.
TBI-825,5-(3-氯苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.86(2H,m),7.64(3H,m),7.37(1H,s),7.18(3H,m),6.91(2H,m),6.49(1H,m),5.48(1H,s),4.02(3H,s),3.72(1H,s),3.57(2H,m),3.41(2H,m),3.30(3H,s),3.29(3H,s).13C NMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4,116.8,113.9,96.9,90.4,74.6,74.3,59.2,59.1,58.6,53.6.
TBI-826,5-(3-氯苯基)-3-(2,3-二甲氧基-1-丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(2H,m),7.73(1H,d,J=7.5Hz),7.68(2H,m),7.36(1H,s),7.19(2H,m),6.98(1H,s),6.93(1H,dd,J=7.5,5.1Hz),6.47(1H,d,J=7.5Hz),5.28(1H,s),4.03(3H,s),3.68(2H,m),3.57(1H,m),3.48(3H,s),3.39(3H,s),3.25(2H,m).13CNMR(100MHz,CDCl3)δ:161.0,155.4,153.5,150.9,142.7,142.2,138.9,138.6,136.7,134.6,132.3,130.1,129.3,128.3,127.8,127.2,127.1,124.7,124.4,116.9,114.1,100.2,89.3,81.1,73.3,59.3,57.9,53.7,50.3.
TBI-830,5-(4-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.66(1H,br.s),8.55(2H,d,J=4.8Hz),8.52(1H,s),7.78(1H,d,J=7.8Hz),7.60(2H,d,J=7.8Hz),7.42(2H,d,J=7.8Hz),7.20(2H,m),6.83(1H,t,J=4.8Hz),6.49(1H,d,J=7.8Hz),5.16(1H,s),3.97(2H,m),3.35(3H,m),1.65(4H,m).
TBI-860,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.69(1H,br.s),8.55(2H,d,J=4.8Hz),8.53(1H,s),7.79(1H,d,J=7.8Hz),7.72(2H,d,J=8.1Hz),7.31(2H,d,J=8.1Hz),7.20(2H,m),6.83(1H,t,J=4.8Hz),6.47(1H,d,J=7.5Hz),5.24(1H,s),3.98(2H,m),3.41(3H,m),1.62(4H,m).
TBI-870,5-(2-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.05(1H,br.s),7.87(1H,d,J=8.1Hz),7.79(3H,m),7.63(2H,dd,J=6.0,3.0Hz),7.40(1H,dd,J=6.0,3.0Hz),7.20(2H,m),7.00(1H,s),6.93(1H,m),6.42(1H,d,J=8.1Hz),5.16(1H,s),4.05(3H,s),4.00(2H,m),3.48(3H,m),1.68(4H,m).
TBI-871,5-(4-氯苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:7.83(2H,m),7.72(3H,m),7.31(2H,d,J=8.1Hz),7.16(2H,m),7.00(1H,s),6.92(1H,dd,J=7.8,4.8Hz),6.47(1H,d,J=7.5Hz),5.49(1H,s),4.02(3H,s),3.72(1H,m),3.57(2H,m),3.39(2H,m),3.26(6H,s).13C NMR(100MHz,CDCl3)δ:155.5,153.5,150.9,142.7,139.0,135.9,135.8,134.7,131.6,131.5,130.4,128.7,128.5,128.4,127.8,125.0,124.7,123.1,114.0,101.7,89.7,74.4,59.1,58.7,53.7.
TBI-872,5-(4-氯苯基)-3-(2,3-二甲氧基-1-丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:7.85(2H,m),7.71(3H,m),7.30(2H,d,J=8.1Hz),7.15(2H,m),6.99(1H,s),6.93(1H,dd,J=7.8,4.8Hz),6.46(1H,d,J=7.5Hz),5.29(1H,s),4.03(3H,s),3.68(2H,m),3.57(1H,dd,J=9.9,5.4Hz),3.49(3H,s),3.40(3H,s),3.28(2H,m).13C NMR(100MHz,CDCl3)δ:155.2,153.2,150.9,142.4,138.7,135.9,135.8,134.8,131.8,131.7,130.2,129.6,129.3,128.3,127.9,124.7,124.4,123.2,114.1,100.2,89.2,81.0,73.3,59.3,57.9,53.7,50.4.
TBI-880,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(5-溴-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.52(1H,d,J=1.8Hz),8.37(1H,d,J=1.5Hz),7.91(1H,s),7.74(1H,dd,J=7.8,1.5Hz),7.73(2H,d,J=8.4Hz),7.30(2H,d,J=8.4Hz),7.18(2H,m),6.90(1H,s),6.50(1H,dd,J=7.8,1.5Hz),5.25(1H,s),3.97(2H,m),3.41(3H,m),1.63(4H,m).
TBI-881,5-(4-氯苯基)-3-(1’4’反式-4-甲氧基环己基)亚氨基-2-(5-溴-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.50(1H,d,J=1.8Hz),8.36(1H,d,J=1.5Hz),7.90(1H,s),7.72(1H,dd,J=7.8,1.5Hz),7.71(2H,d,J=7.8Hz),7.30(2H,d,J=7.8Hz),7.18(2H,m),6.87(1H,s),6.50(1H,dd,J=7.8,1.5Hz),5.27(1H,s),3.37(3H,s),3.20(1H,m),3.10(1H,m),2.07(2H,m),1.70(2H,m),1.42(2H,m),1.22(2H,m).
TBI-882,5-(4-氯苯基)-3-环丙基亚氨基-2-(5-溴-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.55(1H,s),8.47(1H,s),7.88(1H,s),7.72(2H,d,J=8.1Hz),7.70(1H,d,J=7.5Hz),7.33(2H,d,J=8.1Hz),7.17(2H,m),6.82(1H,s),6.44(1H,d,J=7.5Hz),5.54(1H,s),2.74(1H,m),0.91(2H,m),0.81(2H,m).13C NMR(100MHz,CDCl3)δ:150.9,150.5,144.8,142.5,141.5,137.8,135.9,135.8,134.8,131.8,131.7,130.5,129.5,128.4,128.2,123.1,120.6,113.9,99.8,89.5,32.9,10.1.
TBI-883,5-(4-氯苯基)-3-环丁基亚氨基-2-(5-溴-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.52(1H,s),8.36(1H,s),7.90(1H,s),7.73(2H,d,J=8.1Hz),7.72(1H,d,J=7.5Hz),7.30(2H,d,J=8.1Hz),7.20(2H,m),6.88(1H,s),6.50(1H,d,J=7.5Hz),5.11(1H,s),3.89(1H,m),2.18(2H,m),2.05(2H,m),1.76(2H,m).13CNMR(100MHz,CDCl3)δ:151.0,150.6,144.7,142.7,141.5,138.1,135.9,135.8,134.6,131.8,131.7,130.3,129.4,128.5,128.2,123.4,120.6,114.1,100.5,90.5,54.6,31.9,16.0.
TBI-890,5-(2-氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(1H,d,J=2.3Hz),8.32(1H,d,J=4.8Hz),8.10(1H,s).7.78(2H,m),7.72(1H,d,J=7.5Hz),7.62(2H,m),7.40(1H,m),7.29(1H,m),7.15(2H,m),6.85(1H,s),6.42(1H,d,J=7.5Hz),5.16(1H,s),3.46(1H,m),1.08(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:151.0,150.7,144.1,143.8,143.6,136.8,135.6,134.6,133.5,133.4,131.8,131.2,130.7,130.5,129.4,128.4,128.0,127.9,123.6,123.1,113.4,99.7,89.1,49.5,23.7.
TBI-891,5-(2-氯苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(1H,d,J=2.3Hz),8.32(1H,d,J=4.7Hz),7.78(2H,m),7.72(1H,dd,J=7.8,2.5Hz),7.62(2H,m),7.40(1H,m),7.29(1H,m),7.18(2H,m),6.85(1H,s),6.42(1H,dd,J=7.8,2.5Hz),5.16(1H,s),3.06(1H,m),1.71(2H,m),1.61(3H,m),1.43(2H,m),1.22(3H,m).13C NMR(100MHz,CDCl3)δ:151.0,150.7,144.1,143.8,143.6,136.8,135.6,134.6,133.5,133.4,131.7,131.2,130.7,130.5,129.4,128.4,128.0,127.9,123.6,123.1,113.4,99.7,89.1,57.9,33.7,25.7,24.7.
TBI-892,5-(2-氯苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.56(1H,d,J=2.3Hz),8.31(1H,d,J=4.7Hz),7.79(2H,m),7.74(1H,dd,J=7.8,2.5Hz),7.61(2H,m),7.42(1H,m),7.30(1H,m),7.18(2H,m),6.85(1H,s),6.42(1H,dd,J=7.8,2.5Hz),5.16(1H,s),2.74(1H,m),0.83(2H,m),0.78(2H,m).
TBI-678,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.64(brs,1H),8.61(d,J=2.4Hz,1H),8.34~8.32(dd,J=4.5,1.2Hz,1H),8.20(d,J=8.4Hz,2H),7.89~7.88(m,1H),7.84(d,J=8.4Hz,2H),7.66~7.63(m,1H),7.47~7.43(dd,J=8.1,4.5Hz,1H),7.24~7.21(m,2H),6.67(s,1H),6.43~6.40(m,1H),5.15(s,1H),3.39~3.31(m,1H),1.04(d,J=6.0Hz,6H).13CNMR(100MHz,CDCl3)δ:150.9,150.2,144.4,144.0,143.7,140.8,136.7,135.6,134.6,131.2,129.9,128.6,128.5,128.4,128.0,127.8,123.6,123.2,113.7,99.4,89.1,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23F3N5:474.19055;实测值474.1906.
TBI-679,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,DMSO-d6)δ:8.61(d,J=2.1Hz,1H),8.32(d,J=4.5Hz,1H),7.88~7.85(m,1H),7.65~7.63(m,5H),7.47~7.43(dd,J=8.1,4.2Hz,1H),7.25(br,2H),6.70(s,1H),6.51(br,1H),5.23(s,1H),3.42~3.38(m,1H),1.07(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250.0Hz),150.9,150.4,144.3,144.0,143.7,136.8,135.6,135.2,133.5,131.7,130.9,130.8,128.3,127.9,127.7,123.6,123.0,118.5(d,J=22.7Hz),113.9,99.4,89.1,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H23FN5:424.1937;实测值424.1938.
TBI-680,5-(4-氟苯基)-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(s,1H),8.34(d,J=4.5Hz,1H),7.78~7.71(m,2H),7.45~7.40(m,2H),7.35~7.31(m,3H),7.21~7.14(m,2H),6.86(s,1H),6.48(d,J=7.5,1H),5.27(s,1H),3.71(t,J=4.5Hz,4H),3.34(t,J=7.5Hz,2H),2.71(t,J=7.5Hz,2H),2.48(br,4H).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250.0Hz)152.8,150.7,144.5,144.0,143.4,136.7,135.7,135.2,133.3,131.6,130.7,130.7,128.5,128.0,123.7,123.2,118.7(d,J=22.6Hz),114.1,99.5,89.0,66.9,59.9,54.1,47.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28FN6O:495.2308;实测值495.2307.
TBI-681,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6)δ:8.66(brs,1H),8.62(d,J=2.4Hz,1H),8.34~8.32(dd,J=4.8,J=1.2,1H),7.90~7.86(m,1H),7.68~7.62(m,5H),7.48~7.44(m,1H),7.28~7.20(m,2H),6.68(s,1H),6.52~6.49(m,1H),5.19(s,1H),3.90~3.86(m,2H),3.30~3.24(m,3H),1.58~1.48(m,4H).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250.0Hz)151.1,150.7,144.5,144.0,143.6,136.6,135.7,135.3,133.4,131.6,130.8,130.7,128.4,128.0,127.9,123.7,123.1,118.5(d,J=22.7Hz),114.0,99.6,88.9,66.1,54.3,33.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5O:466.2043;实测值466.2042.
TBI-682,5-(4-氟苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(br,1H),8.34(d,J=4.5Hz,1H),7.78(d,J=8.7Hz,1H),7.71(d,J=7.5Hz,1H),7.47~7.42(m,2H),7.37~7.27(m,3H),7.22~7.13(m,2H),6.86(s,1H),6.50(d,J=7.5Hz,1H),5.21(s,1H),3.15~3.11(m,1H),2.81~2.77(m,2H),2.30(s,3H),2.05(br,2H),1.68(br,4H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz)151.0,150.8,144.4,144.0,143.5,136.7,135.7,135.2,133.4,131.6,130.8,130.7,128.4,128.0,127.9,123.6,123.1,118.4(d,J=22.6Hz),114.0,99.5,89.0,54.0,46.4,32.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28FN6:479.2359;实测值479.2358.
TBI-683,5-(4-氟苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(d,J=1.8Hz,1H),8.34(d,J=3.9Hz,1H),7.78(d,J=7.8,1H),7.70(d,J=7.5Hz,1H),7.46~7.41(m,2H),7.36~7.26(m,3H),7.21~7.12(m,2H),6.85(s,1H),6.49(d,J=7.5Hz,1H),5.25(s,1H),3.13~3.11(m,1H),2.80~2.77(m,2H),2.06(d,J=7.2Hz,2H),1.96~1.81(m,2H),1.81~1.62(m,5H),0.90(d,J=6.6Hz,6H).13CNMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),151.0,150.9,144.3,143.9,143.6,136.8,135.7,135.1,133.4,131.7,130.9,130.8,128.4,127.8,123.6,123.0,118.4(d,J=22.7Hz),114.0,99.5,89.1,67.1,56.0,52.5,32.8,25.7,21.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34FN6:521.2828;实测值521.2819.
TBI-684,5-(4-氟苯基)-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.7Hz,1H),8.35~8.33(dd,J=4.8,1.2Hz,1H),7.79~7.76(m,1H),7.72~7.69(m,1H),7.47~7.41(m,2H),7.36~7.28(m,3H),7.21~7.12(m.2H),6.50~6.47(m,1H),6.85(s,1H),5.25(s,1H),3.15(m,1H),2.95~2.91(m,2H),2.49~2.44(m,1H),2.05(br,2H),1.87(br,2H),1.67(br,6H),1.58~1.54(m,2H),1.41(br,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),150.9,144.3,143.9,143.6,136.8,135.7,135.2,133.4,131.7,130.9,130.8,128.4,127.8,123.6,123.0,118.4(d,J=22.7Hz),113.9,99.5,89.0,67.7,55.5,50.9,32.8,30.7,24.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H34FN6:533.28289;实测值533.2827.
TBI-685,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.4,1H),8.33(d,J=3.9Hz,1H),7.80~7.45(m,2H),7.42~7.39(m,2H),7.35~7.28(m,1H),7.21~7.13(m,4H),6.85(s,1H),6.51~6.48(m,1H),5.25(s,1H),3.37(s,3H),3.23~3.15(m,1H),3.12~3.06(m,1H),2.10~2.05(m,2H),1.72~1.68(m,2H),1.49~1.37(m,2H),1.26~1.12(m,2H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250.1Hz),151.2,150.9,144.3,143.9,143.6,136.7,135.6,135.1,133.3,131.7,130.8,130.7,128.4,127.9,123.6,123.0,118.4(d,J=22.7Hz),114.0,99.5,89.1,78.4,57.4,55.8,31.1,30.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O:494.23561;实测值:494.2355
TBI-686,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.61(d,J=2.4Hz,1H),8.36(d,J=4.2Hz,1H),8.04(d,J=8.4Hz,2H),7.79~7.72(m,2H),7.53(d,J=8.4Hz,2H),7.34~7.29(dd,J=8.1,4.5Hz,1H),7.25~7.14(m,2H),6.87(s,1H),6.46(d,J=8.1Hz,1H),5.16(s,1H),3.99~3.94(m,2H),3.41~3.28(m,3H),1.73~1.57(m,4H),13C NMR(100MHz,CDCl3)δ:151.0,150.6,144.6,144.0,143.6,140.8,136.5,135.6,134.8,130.9,129.8,128.6,128.1,128.0,123.7,123.4,113.8,99.6,89.0,66.1,54.5,33.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5O:516.20112;实测值516.2011.
TBI-687,5-(4-三氟甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.4Hz,1H),8.34(d,J=3.9Hz,1H),8.03(d,J=8.7Hz,2H),7.77(d,J=8.7Hz,1H),7.72(d,J=7.5Hz,1H),7.52(d,J=8.4Hz,2H),7.33~7.29(dd,J=8.4,4.5Hz,1H),7.23~7.13(m,2H),6.85(s,1H),6.45(d,J=7.5Hz,1H),5.15(s,1H),3.09~3.05(m,1H),2.80~2.76(m,2H),2.06(d,J=7.2Hz,2H),1.93~1.86(m,2H),1.81~1.54(m,5H),0.89(d,J=6.6Hz,6H).13C NMR(100MHz,CDCl3)δ:150.9,144.4,144.0,143.6,140.9,136.7,135.6,134.7,131.0,129.9,128.6,128.5,128.0,127.9,123.7,123.3,113.7,99.5,89.3,67.0,56.1,52.3,32.7,25.7,21.0.HRMS(ESI-TOF+):m/z [M+H]+计算值:C33H34F3N6:571.2797;实测值571.2799.
TBI-688,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.7Hz,1H),8.34(d,J=4.8Hz,1H),8.02(d,J=8.1Hz,2H),7.78(d,J=8.4Hz,1H),7.73~7.70(dd,J=7.5,1.2Hz,1H),7.52(d,J=8.1Hz,2H),7.33~7.28(dd,J=8.4,4.8Hz,1H),7.23~7.13(m,2H),6.85(s,1H),6.43(d,J=7.5Hz,1H),5.18(s,1H),3.22~3.15(m,1H),3.09~3.03(m,1H),2.07~2.04(m,2H),1.70~1.66(m,2H),1.47~1.35(m,2H),1.21~1.09(m,2H).13C NMR(100MHz,CDCl3)δ:151.0,150.9,144.5,144.0,143.6,140.8,136.7,135.6,134.7,131.1,129.8,128.57,128.53,128.51,128.0,127.9,123.7,123.3,113.8,99.6,89.2,78.4,57.3,55.8,31.1,29.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2324;实测值544.2328.
TBI-689,5-(4-三氟甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(d,J=2.7Hz,1H),8.36~8.34(m,1H),8.04(d,J=8.4Hz,2H),7.78(d,J=8.4Hz,1H),7.74~7.71(dd,J=7.5,1.5Hz,1H),7.53(d,J=8.4Hz,2H),7.33~7.29(dd,J=8.4,4.8Hz,1H),7.24~7.14(m,2H),6.85(s,1H),6.46(d,J=8.1Hz,1H),5.14(s,1H),3.06~3.04(m,1H),2.80~2.76(m,2H),2.26(s,3H),1.97~1.93(m,2H),1.73~1.62(m,4H).13C NMR(100MHz,CDCl3)δ:151.0,150.8,144.5,144.1,143.6,140.9,136.6,135.6,134.7,131.2,129.9,128.6.128.5,128.4,128.0,127.8,123.6,123.2,113.7,99.5,89.3,58.4,55.4,54.1,46.4,32.8,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F3N6:529.2327;实测值529.2326.
TBI-690,5-(4-三氟甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.4Hz,1H),8.35(d,J=4.5Hz,1H),2.47(t,J=4.5Hz,4H),8.03(d,J=8.4Hz,2H),7.79~7.73(m,2H)7.52(d,J=8.4Hz,2H),2.70(t,J=7.5Hz,2H),7.34~7.29(dd,J=8.1,4.5Hz,1H),7.27~7.14(m,2H),6.87(s,1H),6.40(d,J=8.1Hz,1H),5.23(s,1H),3.70(t,J=4.8Hz,4H),3.34(t,J=7.5Hz,2H).13C NMR(100MHz,CDCl3)δ:152.7,150.7,144.6,144.0,143.4,140.7,136.6,135.7,134.7,131.0,129.8,128.8,128.6,128.1,123.7,123.5,113.9,99.6,89.0,66.9,59.7,54.1,48.0.HR-MS/TOF:[M+H+]:545.2280.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F3N6O:545.2276;实测值:545.2280.
TBI-691,5-(4-三氟甲基苯基)-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(br,1H),8.35(d,J=3.9Hz,1H)8.04(d,J=8.1Hz,2H),7.77(d,J=8.1Hz,1H),7.73(d,J=7.8Hz,1H),7.53(d,J=8.1Hz,2H),7.34~7.29(m,1H),7.24~7.14(m,2H),6.86(s,1H),6.46(d,J=8.1Hz,1H)5.15(s,1H)3.09(br,1H),2.96~2.92(br,2H),2.47(br,1H),2.00(br,2H),1.85(br,2H),1.67~1.57(br,8H),1.42(br,2H).13C NMR(100MHz,CDCl3)δ:150.9.144.5,144.0,143.6,140.8,136.6,135.6,134.7,131.0,129.9,128.5,128.0,123.7,123.3,113.7,99.5,89.3,67.6,50.7,32.6,30.5,24.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H34F3N6:583.2797;实测值583.2797.
TBI-692,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.45(d,J=2.4Hz,1H),7.70~7.67(m,2H),7.45~7.39(m,2H),7.35~7.31(m,2H),7.19~7.10(m,3H),6.71(s,1H),6.47~6.44(dd,J=8.1,1.5Hz,1H),5.27(s,1H),3.50~3.41(m,1H),2.56(s,3H),1.10(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.5Hz),153.3,151.0,150.5,144.4,143.7,135.6,135.1,134.1,133.5,131.7,130.9,130.8,129.4,128.2,127.5,123.1,122.9,118.4(d,J=22.7Hz),113.9,98.8,89.0,49.4,23.8,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25FN5:438.2088;实测值:438.2090.
TBI-693,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(d,J=4.2Hz,1H),7.81(d,J=8.1Hz,1H),7.67(d,J=7.2Hz,1H),7.45~7.40(m,2H),7.36~7.31(m,2H),7.20~7.10(m,3H),6.58(s,1H),6.46(d,J=7.8Hz,1H),5.27(s,1H),3.51~3.43(m,1H),2.55(s,3H),1.10(d,J=6.3Hz,6H).13CNMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),152.2,151.0,150.4,144.2,135.6,135.1,134.8,133.5,131.7,130.9,130.8,129.1,128.2,127.5,122.9,121.6,118.5(d,J=23.1Hz),113.9,98.8,89.0,49.3,23.6,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H25FN5:438.2088;实测值438.2094.
TBI-694,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(d,J=2.4Hz,1H),8.02(d,J=7.8Hz,2H),7.69(d,J=7.8,2Hz,2H),7.52(d,J=8.1Hz,2H),7.21~7.09(m,3H),6.72(s,1H),6.38(d,J=8.4Hz,1H),5.22(s,1H),3.45~3.41(m,1H),2.56(s,3H),1.09(d,J=6.0Hz,6H).13C NMR(100MHz,CDCl3)δ:153.5,151.0,150.3,144.5,143.8,140.9,135.6,134.6,131.1,129.9,129.5,128.6,128.3,127.6,123.2,123.1,113.6,98.8,89.1,49.4,23.8,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5:488.2062;实测值488.2063.
TBI-695,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(d,J=2.1Hz,1H),8.02(d,J=8.1Hz,2H),7.71~7.69(m,2H),7.52(d,J=8.1Hz,2H),7.22~7.12(m,3H),6.72(s,1H),6.42(d,J=8.1Hz,1H),5.17(s,1H),3.35(s,3H),3.22~3.02(m ,2H),2.56(s,3H),2.07~2.04(m,2H),1.69~1.66(m,2H),1.46~1.08(m,4H).13C NMR(100MHz,CDCl3)δ:153.5,151.0,150.8,144.3,143.8,140.8,135.6,134.6,133.9,131.0,129.8,129.5,128.5,128.4,127.7,123.2,113.7,98.9,89.2,78.4,57.3,55.8,31.1,30.6,30.0,29.8,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O:558.5469;实测值558.2471.
TBI-696,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.47(d,J=2.1Hz,1H),8.03(d,J=8.4Hz,2H),7.73~7.66(m,2H),7.52(d,J=8.4Hz,2H),7.24~7.13(m,3H),6.74(s,1H),6.45(d,J=8.1Hz,1H),5.15(s,1H),3.99~3.95(m,2H),3.39~3.29(m,3H),2.57(s,3H),1.69~1.57(m,4H).13CNMR(100MHz,CDCl3)δ:153.7,151.1,150.7,144.4,143.9,140.9,135.6,134.7,133.8,130.9,129.8,129.6,128.5,127.8,123.3,123.2,113.7,99.0,89.0,66.5,66.1,54.6,33.4,32.5,23.9.HRMS(ESI-TOF+):m/z [M+H]+计算值:C30H27F3N5O:530.21677;实测值530.2167.
TBI-697,5-(4-三氟甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.47(d,J=2.7Hz,1H),8.03(d,J=8.4Hz,2H),7.71~7.65(m,2H),7.52(d,J=8.4Hz,2H),7.22~7.12(m,3H),6.72(s,1H),6.45(d,J=7.5Hz,1H),5.12(s,1H),3.05(br,1H),2.80~2.76(m,2H),2.56(s,3H)2.26(s,3H),1.94(br,2H),1.73~1.62(m,4H).13C NMR(100MHz,CDCl3)δ:153.6,151.1,150.8,144.4,143.9,140.9,135.6,134.6,133.9,130.9,129.9,129.6,128.5,127.7,123.2,113.7,98.9,89.2,55.2,54.0,46.3,32.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F3N6:543.2484;实测值543.2484.
TBI-698,5-(4-三氟甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(br,1H),8.03(d,J=8.4Hz,2H),7.70~7.67(m,2H),7.52(d,J=8.1Hz,2H),7.20~7.17(m,3H),6.75(s,1H),6.41(br,1H),5.22(s,1H),3.70(t,J=4.5Hz,4H),3.34(t,J=7.2Hz,2H),2.70(t,J=7.2Hz,2H),2.57(s,3H),2.47(t,J=4.5Hz,4H).13C NMR (100MHz,CDCl3)δ:153.7,152.8,150.6,143.9,140.7,135.6,134.7,133.8,130.9,129.7,128.7,127.9,123.3,113.9,98.9,89.0,66.9,59.7,54.1,47.9,23.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F3N6O:559.2433;实测值559.2433.
TBI-699,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.92(br,1H),8.02(d,J=8.1Hz,2H),7.86~7.81(m,2H),7.70(d,J=8.4Hz,1H),7.52(d,J=8.4Hz,2H),7.21~7.09(m,2H),6.94~6.90(m,2H),6.37(d,J=8.1Hz,1H),5.22(s,1H),4.04(s,3H),3.47~3.38(m,1H),1.09(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:155.5.151.2,150.5,142.9,140.9,138.9,131.3,129.9,128.6,128.3,127.7,125.0,124.8,123.0,116.8,113.6,100.1,89.3,53.7,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5O:504.2011;实测值504.2013.
TBI-700,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.95(br,1H),8.02(d,J=8.1Hz,2H),7.86~7.81(m,2H),7.73~7.70(dd,J=7.5,1.5Hz,1H),7.52(d,J=7.8Hz,2H),7.22~7.11(m,2H),7.06~6.90(m,2H),6.41(d,J=8.1Hz,1H),5.18(s,1H),4.03(s,3H),3.35(s,3H),3.28~3.20(m,1H),3.13~3.06(m,1H),2.07~2.03(m,2H),1.72~1.68(m,2H),1.49~1.36(m,2H),1.25~1.15(m,2H).13C NMR(100MHz,CDCl3)δ:155.4.151.1,142.8,140.8,138.8,135.6,134.6,131.2,129.9,128.5,128.4,127.8,124.8,124.7,123.1,116.8,113.7,100.2,89.3,78.2,56.8.55.7,53.7,30.7,29.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O2:574.2429;实测值:574.2432.
TBI-701,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.04(brs,1H),8.03(d,J=8.4Hz,2H),7.87~7.82(m,2H),7.75~7.72(dd,J=8.1,1.5Hz,1H),7.43(d,J=8.4Hz,2H),7.24~7.13(m,2H),6.98(s,1H),6.95~6.91(dd,J=7.5,4.8Hz,1H),6.43(d,J=7.8Hz,1H),5.16(s,1H),4.04(s,3H),4.02~3.95(m,2H),3.49~3.37(m,3H),1.66~1.59(m,4H).13C NMR(100MHz,CDCl3)δ:155.3,151.1,150.9,142.7,140.8,138.9,135.6,134.8,131.6,129.9,128.5,128.4,127.9,124.8,124.5,123.3,116.8,113.7,100.3,89.1,65.6,53.8,53.6,33.3.HRMS(ESI-TOF+):m/z[M+H]-计算值:C30H27F3N5O2:546.2116;实测值546.2126.
TBI-702,5-(4-三氟甲基苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.03(brs,1H),8.02(d,J=8.1Hz,2H),7.86~7.81(m,2H),7.72(d,J =7.2Hz,1H),7.52(d,J=8.1Hz,2H),7.22~7.12(m,2H),6.95~6.90(m,2H),6.43(d,J=8.1Hz,1H),5.16(s,1H),4.04(s,3H).3.11(br,1H),2.74(br,2H),2.07~1.96(m,4H),1.80~1.63(m,5H),0.90(d,J=6.6Hz,6H).13C NMR(100MHz,CDCl3)δ:155.3,150.9,142.7,140.9,138.7,135.6,134.7,131.1,129.9,128.5,128.4,127.8,124.8,124.4,123.2,116.8,113.7,100.2,89.3,67.3,55.4,53.7,52.0,32.7,25.6,21.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C34H36F3N6O:601.2902;实测值601.2908.
TBI-703,5-(4-三氟甲基苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.08(brs,1H),8.03(d,J=8.4Hz,2H),7.86~7.80(m,2H).7.74~7.71(m,1H),7.52(d,J=8.4Hz,2H),7.23~7.12(m,2H),6.96(s,1H),6.49~6.90(dd,J=7.8,4.8Hz,1H)6.42(d,J=7.5Hz,1H),5.16(s,1H),4.03(s,3H),3.15(br,1H),2.79~2.75(m,2H),2.30(s,3H),2.07(br,2H),1.68~1.67(m,4H).13C NMR (100MHz,CDCl3)δ:155.3,151.0,150.9,142.6,140.8,138.7,135.6,134.7,131.1,129.9,128.5,128.4,127.8,124.8,124.3,123.2,116.8,113.7,100.2,89.2,53.7,53.4,46.4,32.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F3N6O:559.2433;实测值559.2437.
TBI-704,5-(4-三氟甲基苯基)-3-(2-吗啉代乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.82(brs,1H),8.02(d,J=8.1Hz,2H),7.87~7.82(m,2H),7.74(d,J=7.8Hz,1H),7.52(d,J=8.1Hz,2H),7.24~7.13(m,2H),6.97(s,1H),6.95~6.91(dd,J=7.2,4.8Hz,1H),6.39(d,J=7.8Hz,1H),5.21(s,1H),4.04(s,3H),3.70(t,J=4.5Hz,4H),3.34(t,J=6.6Hz,2H),2.74(t,J=6.6Hz,2H),2.53(t,J=4.2Hz,4H).13C NMR(100MHz,CDCl3)δ:155.3,152.8,150.9,142.5,140.8,139.0,135.6,134.6,131.1,129.8,128.7,128.7,128.4,127.9,124.8,124.6,123.3,116.8,113.8,100.1,89.2,67.0,59.7,54.2,53.7,48.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F3N6O2:575.2382;实测值575.2385.
TBI-705,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(d,J=3.6Hz,1H),8.02(d,J=8.1Hz,2H),7.81(d,J=7.2Hz,2H),7.70~7.67(m,1H),7.52(d,J=8.4Hz,2H),7.21~7.10(m,3H),6.58(s,1H),6.39~6.37(m,1H),5.23(s,1H),3.49~3.41(m,1H),2.56(s,3H),1.09(d,J=6.0Hz,6H).13C NMR(100MHz,CDCl3)δ:152.3,151.0,150.2,144.3,144.2,140.9,135.5,134.7,131.1,129.9,129.3,128.5,128.3,127.6,123.1,121.7,113.7,98.8,89.1,49.3,23.6,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5:488.2062;实测值488.2060.
TBI-706,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(d,J=4.2Hz,1H),8.02(d,J=8.1Hz,2H),7.82(d,J=7.8Hz,2H),7.70(d,J=7.8Hz,1H),7.52(d,J=8.4Hz,2H),7.22~7.12(m,3H),6.60(s,1H),6.42(d,J=7.8,1H),5.17(s,1H),3.35(s,3H),3.24~3.06(m,2H),2.54(s,3H),2.06~2.03(m,2H),1.72~1.68(m,2H),1.47~1.13(m,4H).13C NMR(100MHz,CDCl3)δ:152.2,150.9,150.8,144.2,144.0,140.8,135.6,134.7,134.6,131.0,129.8,129.1,128.5,128.4,127.8,123.2,121.7,113.7,99.0,89.1,78.2,56.9,55.8,31.0,29.9,29.5,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O:558.5480;实测值558.2479.
TBI-707,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.30(d,.J=4.2Hz,1H),8.04(d,J=8.4Hz,2H),7.82(d,J=8.1Hz,1H),7.71(d,J=7.2Hz,1H),7.53(d,J=8.4Hz,2H),7.24~7.14(m,3H),6.63(s,1H),6.45(d,J=7.8Hz,1H),5.18(s,1H),4.00~3.94(m,2H),3.46~3.34(m,3H),2.55(s,3H),1.67~1.63(m,4H).13C NMR(100MHz,CDCl3)δ:152.4,151.2,150.9,144.6,144.3,141.0,135.8,135.0,134.7,131.1,130.1,129.4,128.8,128.7,128.1,123.6,121.9,114.0,99.3,89.2,66.1,54.2,33.6,21.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O:530.2167;实测值530.2165.
TBI-708,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28~8.27(m,1H),8.03(d,J=8.1Hz,2H),7.83~7.80(m,1H),7.70~7.67(dd,J=7.5,1.2Hz,1H),7.53(d,J=8.4Hz,2H),7.21~7.10(m,3H),6.60(s,1H),6.45~6.42(dd,J=7.8,1.2Hz 1H),5.17(s,1H),3.11~3.04(m,1H),2.55(s,3H),1.75~1.71(m,2H),1.60~1.57(m,3H),1.43~1.11(m,5H).13C NMR(100MHz,CDCl3)δ:152.1,151.0,150.4,144.2,140.9,135.6,134.7,134.6,131.0,129.9,129.0,128.5,128.3,127.6,123.1,121.7,113.6,98.8,89.4,57.6,33.6,25.8,24.4,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5:528.2375;实测值528.2374.
TBI-709,5-(4-三氟甲基苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(d,J=3.6,1H),8.04(d,J=8.4,2H),7.84(d,J=7.2,1H),7.72~7.69(dd,J=8.1,J=1.5,1H),7.53(d,J=8.1,2H),7.21~7.12(m,3H),6.60(s,1H),6.44(d,J=7.8,1H),5.17(s,1H),3.74~3.66(m,1H),3.10~3.04(m,1H),2.53(s,3H),2.05~1.97(m,2.H),1.70~1.67(m,2.H),1.50~1.39(m,2.H),1.28~1.17(m,2.H).13C NMR(100MHz,CDCl3)δ:152.2,151.0,150.8,144.3,144.1,140.8,135.6,134.7,134.6,131.0,129.8,129.2,128.5,128.4,127.8,123.2,121.7,113.7,98.9,89.1,69.8,56.8,33.4,31.1,20.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2324;实测值544.2324.
TBI-710,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.02(d,J=8.1Hz,2H),7.85~7.80(m,2H),7.72~7.69(dd,J=7.2,1.2Hz,1H),7.52(d,J=8.4Hz,2H),7.21~7.10(m,2H),6.93~6.90(m,2H),6.43~6.41(m,1H),5.16(s,1H),4.03(s,3H),3.10~3.04(m,1H),1.78~1.74(m,2H),1.60~1.56(m,3H),1.46~1.15(m,5H).13C NMR(100MHz,CDCl3)δ:155.4,151.3,150.5,142.8,140.9,138.7,135.6,134.5,131.2,129.9,128.5,128.4,128.3,127.7,124.9,124.6,123.0,116.8,113.6,100.1,89.6,67.1,57.5,53.7,33.5,25.9,24.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2324;实测值544.2327.
TBI-711,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DM4SO-d6)δ:8.37(brs,1H),8.27(d,J=1.8Hz,1H),8.24(s,1H),8.03(d,J=8.4Hz,2H),7.78~7.74(dd,J=8.7,1.8Hz,1H),7.71(d,J=7.2Hz,1H),7.52(d,J=8.4Hz,2H),7.24~7.12(m,2H),6.72(s,1H),6.40(d,J=8.1Hz,1H),5.24(s,1H),3.48~3.39(m,1H),2.23(s,3H),1.10(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:168.4,150.7,150.4,147.4,144.4,141.2,140.8,135.7,134.7,133.0,132.4,131.0,129.8,128.6,128.5,128.4,127.8,123.4,114.2,113.8,99.1,89.1,49.3,24.6,23.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26F3N6O:531.2120;实测值531.2122.
TBI-712,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6)δ:8.29(d,J=2.7Hz,1H),8.25(d,J=9.3Hz,1H),8.17(brs,1H),8.03(d,J=8.4Hz,2H),7.77~7.70(m,2H),7.52(d,J=8.4Hz,2H),7.24~7.13(m,2H),6.72(s,1H),6.45(d,J=7.8Hz,1H),5.15(s,1H),3.98~3.93(m,2H),3.40~3.27(m,3H),2.23(s,3H),1.71~1.57(m,4H).13C NMR(100MHz,CDCl3)δ:168.3,151.0,150.6,147.4,144.4,142.2,140.8,135.6,134.8,132.8,132.2,130.8,129.8,128.6,128.5,127.8,123.3,114.1,113.7,98.9,89.0,66.1,54.6,33.4,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28F3N6O2:573.2225;实测值573.2227.
TBI-713,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6)δ:8.28(d,J=2.4Hz,1H),8.23(d,J=8.7Hz,1H),8.02(d,J=8.1Hz,3H),7.76~7.72(dd,J=9.0,2.4Hz,1H),7.71~7.68(m,1H),7.52(d,J=8.1Hz,2H),7.21~7.11(m,2H),6.69(s,1H),6.44(d,J=7.8Hz,1H),5.15(s,1H),3.06~2.99(m,1H),2.23(s,3H),1.75~1.71(m,2H),1.61~1.57(m,3H),1.42~1.07(m,5H).13C NMR(100MHz,CDCl3)δ:168.2,150.9,150.4,147.2,144.5,142.1,140.9,135.6,134.6,133.0,132.1,131.0,129.9,128.5,128.4,128.3,127.6,123.1,114.1,113.6,98.8,89.4,58.1,33.6,25.8,24.7,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30F3N6O:571.2433;实测值571.2437.
TBI-714,5-(4-三氟甲基苯基)-3-(4-羟基环己基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6)δ:8.27(d,J=2.4Hz,1H),8.23(d,J=8.7Hz,1H),8.13(brs,1H),8.02(d,J=8.4Hz,2H),7.75(d,J=2.4Hz,1H),7.71~7.68(m,1H),7.52(d,J=7.8Hz,2H),7.22~7.11(m,2H),6.69(s,1H),6.43(d,J=7.2,1H),5.15(s,1H),3.70~3.63(m,1H),3.06~2.99(m,1H),2.22(s,3H),2.03~1.95(m,2H),1.67~1.63(m,2H),1.50~1.39(m,2H),1.25~1.13(m,2H).13C NMR(100MHz,CDCl3)δ:168.2,151.0,150.8,147.3,144.3,142.2,140.9,135.6,134.7,132.9,132.1,131.0,129.9,128.5,127.8,125.0,123.3,114.1,113.7,98.9,89.1,69.9,57.1,33.6,32.2,31.2,26.4,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30F3N6O2:587.2382;实测值587.2379.
TBI-715,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-乙酰氨基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6)δ:8.57(brs,1H),8.28~8.26(m,2H),8.03(d,J=8.4,2H),7.78~7.72(m,2H),7.52(d,J=8.4Hz,2H),7.23~7.14(m,2H),6.73(s,1H),6.45(d,J=8.1Hz,1H),5.20(s,1H),3.35(s,3H),3.21~3.15(m,1H),3.09~3.02(m,1H),2.23(s,3H),2.10~2.05(m,2H),1.71~1.1.67(m,2H),1.49~1.38(m,2H),1.19~1.08(m,2H).13C NMR(100MHz,CDCl3)δ:168.5,151.1,150.5,147.5,144.2,141.7,140.7,135.8,134.7,132.9,132.5,130.8,129.7,128.5,128.0,123.5,114.3,113.9,99.2,89.1,78.3,57.1,55.8,30.9,29.8,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H32F3N6O2:601.2539;实测值601.2538.
TBI-716,5-(4-三氟甲基苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.41(br,1H),8.02(d,J=8.1Hz,2H),7.67~7.64(m,2H),7.54(d,J=8.1Hz,2H),7.19~7.09(m,3H),6.66(s,1H),6.35(d,J=7.8Hz,1H),5.49(s,1H),2.71(br,1H),2.56(s,3H),0.90~0.87(m,2H),0.82(br,2H).13C NMR(100MHz,CDCl3)δ:153.6,152.3,151.1,144.2,143.9,140.9,135.7,134.4,133.8,131.2,129.9,129.8,128.6,128.3,127.6,123.2,113.7,98.8,89.5,32.9,23.8,10.0.HRMS(ESI-TCF+):m/z[M+H]+计算值:C28H23F3N5:486.1905;实测值486.1907.
TBI-717,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(d,J=2.4Hz,1H),8.02(d,J=8.1Hz,2H),7.70~7.66(m,2H),7.54(d,J=8.4Hz,2H),7.21~7.11(m,3H),6.71(s,1H),6.45~6.42(dd,J=7.8,1.2Hz,1H),5.15(s,1H),3.06~2.99(m,1H),2.56(s,3H),1.75~1.71(m,2H),1.61~1.57(m,3H),1.43~1.11(m,5H).13C NMR(100MHz,CDCl3)δ:153.4,151.0,150.5,144.5,143.8,140.9,135.6,134.5,134.0,131.0,129.9,129.5,128.5,128.3,127.6,123.2,123.1,113.6,98.8,89.5,58.1,33.6,25.8,24.6,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5:528.2375;实测值528.2378.
TBI-718,5-(4-三氟甲基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(brs,1H),8.02(d,J=8.1Hz,2H),7.84~7.82(m.2H),7.70~7.67(m,1H),7.54(d,J=8.1Hz,2H),7.20~7.09(m,2H),6.93~6.89(m,2H),6.35(d,J=7.2Hz,1H),5.49(s,1H),4.01(s,3H),2.71(br,1H),0.91~0.83(m,4H).13C NMR(100MHz,CDCl3)δ:155.5,152.4,151.4,142.7,140.9,139.0,135.7,134.4,131.4,130.0,128.6,128.6,128.2,127.6,125.1,124.7,123.0,116.8,113.6,100.0,89.7,53.7,32.9,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23F3N5O:502.1854;实测值502.1854.
TBI-719,5-(4-三氟甲基苯基)-3-(4-羟基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.03(d,J=8.3Hz,2H),7.86~7.81(m,2H),7.73~7.70(dd,J=7.2,J=1.5Hz,1H),7.53(d,J=8.4Hz,2H),7.26(s,2H),7.23~7.12(m,2H),6.94(s,1H),6.92~6.90(m,1H),6.44~6.41(m,1H),5.16(s,1H),4.03(s,3H),3.76~3.69(m,1H),3.10~3.03(m,1H),2.05~1.98(m,2H),1.70~1.66(m,2H),1.53~1.41(m,2H),1.29~1.16(m,1H).13C NMR(100MHz,CDCl3)δ:155.4,151.2,151.0,142.8,140.8,138.9,135.6,134.6,131.1,129.9,128.6,128.5,128.4,127.8,124.8,123.2,116.8,113.7,100.2,89.3,69.8,56.8,53.7,33.2,30.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O2:560.2273;实测值:560.2271.
TBI-720,5-(2-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.6,1H),8.33(d,J=4.6,1H),8.05(d,J=7.7Hz,1H),7.94(t,J=7.7Hz,1H),7.81(m,2H),7.70(dd,J=7.7Hz,1.3,1H),7.41(d,J=7.8Hz,1H),7.35~7.23(m,2H),7.23~7.02(m,2H),6.83(s,1H),6.28(d,J=7.8Hz,1H),5.07(s,1H),3.39(dt,J=12.6,6.2Hz,1H),1.20~0.82(m,6H).13C NMR(100MHz,CDCl3)δ:150.9,150.4,144.3,144.0,143.5,136.8,135.5,135.4,135.2,134.9,131.8,131.6,130.5,129.0,128.9,128.2,128.0,127.6,123.6,123.0,114.2,99.5,90.1,49.4,23.6,23.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23F3N5:474.1905;实测值474.1906.
TBI-721,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.41(d,J=2.1Hz,1H),8.18(s,1H),8.02(d,J=8.3Hz,2H),7.70(dd,J=7.7,1.3Hz,1H),7.58(s,1H),7.52(d,J=8.2Hz,2H),7.16(dt,J=15.5,6.7Hz:2H),6.83(s,1H),6.38(d,J=8.7Hz,1H),5.22(s,1H),3.43(dt,J=12.6,6.2Hz,1H),2.38(s,3H),1.08(d,J=6.2Hz,6H).13C NMR(100MHz,CDCl3)δ:151.0,150.2,145.0,143.8,141.2,140.9,136.3,135.5,134.6,133.5,131.2,129.8,128.5,128.3,127.7,123.1,113.7,99.3,89.1,49.4,23.5,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5:488.2062;实测值:488.2060.
TBI-722,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.40(d,J=2.0Hz,1H),8.18(s,1H),8.03(d,J=8.2Hz,2H),7.71(dd,J=7.6,1.4Hz,1H),7.57(s,1H),7.52(d,J=8.1Hz,2H),7.24~7.02(m,2H),6.82(s,1H),6.44(d,J=7.2Hz,1H),5.16(s,1H),3.15~2.86(m,1H),2.38(s,3H),1.75~1.71(m,2H),1.58(br,3H),1.25(ddt,J=43.9,22.5,11.3Hz,5H).13C NMR(100MHz,CDCl3)δ:151.1,150.4,145.0,143.8,141.1,140.9,136.3,135.6,134.6,133.5,131.1,129.9,128.5,128.4,128.3,127.7,123.1,113.6,99.3,89.5,58.1,33.6,25.8,24.6,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5:528.2375;实测值528.2372.
TBI-723,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.42(s,1H),8.20(s,1H),8.04(d,J=7.9Hz,2H),7.74(d,J=7.5Hz,1H),7.58(s,1H),7.53(d,J=7.8Hz,2H),7.25~7.13(m,2H),6.86(s,1H),6.46(d,J=7.9Hz,1H),5.16(s,1H),3.68~3.94(m,2H),3.40~3.33(m,3H),2.39(s,3H),1.82~1.31(m,4H).13C NMR(100MHz,CDCl3)δ:151.0,150.7,145.3,143.7,141.2,140.8,136.2,135.6,134.8,133.6,131.0,129.8,128.7,128.6,128.0,123.4,113.8,99.5,89.0,66.1,54.5,33.4,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O:530.2167;实测值530.2166.
TBI-724,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(s,1H),8.18(s,1H),8.02(d,J=8.2Hz,2H),7.71(d,J=7.5Hz,1H),7.58(s,1H),7.52(d,J=8.1Hz,2H),7.26(s,1H),7.25~7.02(m,2H),6.83(s,1H),6.43(d,J=7.9Hz,1H),5.18(s,1H),3.35(s,3H),3.28~3.12(m,1H),3.12~2.90(m,1H),2.38(s,3H),2.22~1.86(m,2H),1.69~1.65(m,2H),1.47~1.36(m,2H),1.21~1.09(m,2H).13C NMR(100MHz,CDCl3)δ:150.9,145.1,143.7,141.2,140.8,136.3,135.6,134.6,133.5,131.1,129.8,128.5,128.4,127.9,123.2,113.7,99.4,89.2,78.4,57.2,55.8,31.1,29.7,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H31F3N5O:558.2480;实测值558.2480.
TBI-725,5-(4-三氟甲基苯基)-3-环丙基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.36(s,1H),8.18(s,1H),8.02(d,J=8.1Hz,2H),7.68(d,J=7.5Hz,1H),7.55~7.53(m,3H),7.23~6.99(m,2H),6.78(s,1H),6.36(d,J=7.8Hz,1H),5.49(s,1H),2.88~2.52(m,1H),2.37(s,3H),1.03~0.60(m,4H).13C NMR(100MHz,CDCl3)δ:152.1,151.2,145.2,143.6,141.2,140.9,136.2,135.7,134.4,133.5,131.3,129.9,128.6,128.6,128.3,127.7,123.1,113.6,99.3,89.5,32.9,18.5,10.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23F3N5:486.1905;实测值486.1907.
TBI-726,5-(4-三氟甲基苯基)-3-环丁基亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.38(s,1H),8.16(s,1H),8.00(d,J=7.7Hz,2H),7.69(d,J=7.5,1H),7.63~7.35(m,3H),7.22~6.99(m,2H),6.81(s,1H),6.39(d,J=7.9Hz,1H),4.99(s,1H),4.03~3.59(m,1H),2.36(s,3H),2.23~1.88(m,4H),1.70(dt,J=17.6,7.7Hz,2H).13C NMR(100MHz,CDCl3)δ:151.0,150.9,145.1,143.7,141.2,140.8,136.2,135.6,134.2,133.5,131.0,129.9,128.5,128.4,127.8,123.3,113.7,99.4,90.6,54.8,31.9,18.4,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5:500.2062;实测值500.2061.
TBI-727,5-(4-三氟甲基苯基)-3-(4-羟基环己基)亚氨基-2-(5-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(d,J=2.1Hz,1H),8.18(s,1H),8.03(d,J=8.3Hz,2H),7.72(d,J=6.5Hz,1H),7.64~7.39(m,3H),7.25~7.00(m,2H),6.83(s,1H),6.44(d,J=7.1Hz,1H),5.16(s,1H),3.87~3.50(m,1H),3.20~2.80(m,1H),2.38(s,3H),1.99(d,J=11.7Hz,2H),1.66(d,J=13.9Hz,2H),1.57~1.33(m,2H),1.25~1.14(m,2H).13C NMR(100MHz,CDCl3)δ:151.0,150.9,145.1,143.7,141.1,140.8,136.2,135.6,134.6,133.6,131.0,129.8,128.5,128.4,127.9,123.2,113.7,99.4,89.2,69.9,57.1,33.6,31.2,18.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.23242;实测值544.2321.
TBI-728,5-(4-三氟甲基苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.79(s,1H),8.02(d,J=8.2Hz,2H),7.85~7.81(m,2H),7.73~7.70(dd,J=7.8,1.5Hz,1H),7.52(d,J=8.2Hz,2H),7.24~7.04(m,2H),6.93~6.89(m,2H),6.41(d,J =8.1Hz,1H),5.01(s,1H),4.05(s,3H),3.98~3.70(m,1H),2.3~1.91(m,4H),1.91~1.47(m,2H).13C NMR(100MHz,CDCl3)δ:155.4,151.3,151.1,142.8,140.9,139.0,135.6,134.1,131.1,123.0,128.5,128.4,127.8,124.9,124.7,123.2,116.8,113.7,100.3,90.8,54.9,53.7,32.0,16.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5O:516.2013;实测值516.2011.
TBI-729,5-(4-三氟甲基苯基)-3-环丙基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.29(d,J=4.7Hz,1H),8.02(d,J=8.3Hz,2H),7.77(d,J=8.0Hz,1H),7.66(d,J=8.5Hz,1H),7.54(d,J=8.1Hz,2H),7.20~7.11(m,3H),6.49(s,1H),6.35(d,J=7.7Hz,1H),5.50(s,1H),2.76~2.72(m,1H),2.51(s,3H),1.04~0.85(m,2H),0.85~0.65(m,2H).13C NMR(100MHz,CDCl3)δ:152.6,152.0,151.2,144.6,144.1,140.9,135.6,134.4,131.3,129.9,129.8,128.6,128.2,127.6,123.1,121.7,113.6,98.8,89.4,32.9,20.9,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23F3N5:486.1905;实测值:486.1906.
TBI-730,5-(3-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.4Hz,1H),8.34(d,J=3.8Hz,1H),8.04~7.84(m,2H),7.78(d,J=8.2Hz,1H),7.70(m,2H),7.60(d,J=7.3Hz,1H),7.30(dd,J=8.2,4.7Hz,1H),7.25~7.06(m,2H),6.84(s,1H),6.42(d,J=7.1Hz,1H),5.20(s,1H),3.40(dt,J=12.3,6.2Hz,1H),1.08(t,J=6.8Hz,6H).13C NMR(100MHz,CDCl3)δ:150.9,150.3,144.3,144.0,143.7,138.3,136.8,135.6,134.8,132.8,132.1,131.2,128.5,128.0,127.8,126.6,126.5,123.6,123.2,113.6,99.5,89.5,49.5,23.6,23.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23F3N5:474.1903;实测值474.1905.
TBI-731,5-(4-三氟甲基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.15(d,J=2.6Hz,1H),8.02(d,J=8.3Hz,2H),7.75~7.57(m,2H),7.51(d,J=8.2Hz,2H),7.14(m,2H),6.79(d,J=8.8Hz,1H),6.49(s,1H),6.37(d,J=8.1Hz,1H),5.21(s,1H),3.96(s,3H),3.57~3.30(m,1H),1.09(d,J=6.2Hz,6H).13C NMR(100MHz,CDCl3)δ:161.3,150.9,150.3,146.0,142.5,141.0,135.6,135.1,134.5,131.0,130.1,129.9,128.5,128.2,127.3,123.1,113.6,111.0,98.1,89.1,53.6,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25F3N5O:504.1012;实测值504.2011.
TBI-732,5-(4-三氟甲基苯基)-3-环己基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.15(s,1H),8.02(d,J=8.0Hz,2H),7.65(m,3H),7.52(d,J=8.0Hz,2H),7.24~6.99(m,2H),6.78(d,J=8.7Hz,1H),6.49(s,1H),6.43(d,J=8.2Hz,1H),5.15(s,1H),3.95(s,3H),3.03(m,1H),1.73(d,J=11.0Hz,2H),1.59(d,J=11.5Hz,3H),1.47~0.86(m,5H).13C NMR(100MHz,CDCl3)δ:161.2,151.0,150.5,146.0,142.5,141.0,135.6,135.1,134.5,131.0,130.1,129.9,128.5,128.2,127.3,123.0,113.6,111.0,98.0,89.4,58.1,53.6,33.6,25.8,24.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2322;实测值544.2324.
TBI-733,5-(4-三氟甲基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.16(d,J=2.3Hz,1H),8.03(d,J=8.2Hz,2H),7.69(dd,J=7.8,1.4Hz,1H),7.63(dd,J=8.8,2.7Hz,1H),7.52(d,J=8.2Hz,2H),7.24~7.05(m,2H),6.80(d,J=8.8Hz,1H),6.52(s,1H),6.44(dd,J=8.0,1.1Hz,1H),5.14(s,1H),4.10~3.80(m,5H),3.51~3.15(m,3H),1.81~1.43(m,4H).13C NMR(100MHz,CDCl3)δ:161.4,151.1,150.7,145.9,142.6,140.9,135.6,135.2,134.7,130.7,129.9,129.8,128.5,128.4,128.3,127.6,123.3,113.7,111.1,98.2,89.0,66.1,54.6,53.6,33.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F3N5O2:546.2114;实测值546.2117.
TBI-734,5-(4-三氟甲基苯基)-3-环丁基亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.31(d,J=4.5Hz,1H),8.04(d,J=8.0Hz,2H),7.80(d,J=8.0Hz,1H),7.70(d,J=7.7Hz,1H),7.52(d,J=7.9Hz,2H),7.16(m,3H),6.54(s,1H),6.42(d,J=7.9Hz,1H),5.04(s,1H),3.89(p,J=7.8Hz,1H),2.57(s,3H),2.14(m,2H),2.01(m,2H),1.90~1.56(m,2H).13C NMR(100MHz,CDCl3)δ:152.7,151.0,150.8,144.6,144.3,140.9,135.6,134.5,134.2,130.9,129.9,129.8,128.5,128.4,127.7,123.3,121.7,113.7,99.0,90.6,54.8,32.0,21.0,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5:500.2063;实测值500.2062.
TBI-735,5-(4-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.14(d,J=2.3Hz,1H),8.02(d,J=8.3Hz,2H),7.68(dd,J=7.8,1.4Hz,1H),7.63(dd,J=8.8,2.8Hz,1H),7.51(d,J=8.1Hz,2H),7.23~7.04(m,2H),6.79(d,J=8.8Hz,1H),6.50(s,1H),6.41(dd,J=8.0,1.1Hz,1H),5.17(s,1H),3.96(s,3H),3.35(s,3H),3.27~3.12(m,1H),3.05(dq,J=10.8,5.9Hz,1H),2.05(m,2H),1.68(m,2H),1.55~1.31(m,2H),1.14(m,2H).13C NMR(100MHz,CDCl3)δ:161.3,151.1,150.8,145.9,142.5,140.9,135.6,135.1,134.6,130.9,130.0,129.8,128.5,128.3,127.5,123.1,113.7,111.1,98.7,89.1,78.5,57.3,55.7,53.6,31.1,29.8.
TBI-736,5-(4-三氟甲基苯基)-3-环丙基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.10(brs,1H),8.01(d,J=8.2Hz,2H),7.62(m,2H),7.53(d,J=8.1Hz,2H),7.12(m,2H),6.77(d,J=8.7Hz,1H),6.43(s,1H),6.34(d,J=8.1Hz,1H),5.48(s,1H),3.95(s,3H),2.84~2.57(m,1H),0.88(m,2H),0.80(m,2H).13C NMR(100MHz,CDCl3)δ:161.4,152.4,151.2,145.8,142.7,141.0,135.7,135.4,134.4,131.1,129.9,128.6,128.2,127.4,123.1,113.6,111.1,98.1,89.4,53.6,32.9,9.9.
TBI-737,5-(4-三氟甲基苯基)-3-环丁基亚氨基-2-(6-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.15(d,J=2.5Hz,1H),8.02(d,J=8.3Hz,2H),7.68(d,J=7.7Hz,1H),7.63(dd,J=8.8,2.7Hz,1H),7.51(d,J=8.1Hz,2H),7.15(m,2H),6.79(d,J=8.7Hz,1H),6.49(s,1H),6.41(d,J=8.1Hz,1H),5.01(s,1H),3.96(s,3H),3.87(p,J=7.6Hz,1H),2.28~1.90(m,4H),1.90~1.60(m,2H).13C NMR(100MHz,CDCl3)δ:161.4,151.2,150.9,145.9,142.6,141.0,135.7,135.2,134.1,132.2,131.8,130.8,129.9,128.5,128.3,127.5,123.2,113.7,111.1,98.2,90.6,54.9,53.6,32.0,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25F3N5O:516.2009;实测值516.2011.
TBI-738,5-(4-三氟甲基苯基)-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(brs,1H),8.03(d,J=7.8Hz,2H),7.71~7.66(m,2H),7.51(d,J=8.1Hz,2H),7.22~7.11(m,3H),6.72(s,1H),6.42(d,J=8.1Hz,1H),5.02(s,1H),3.89~3.84(m,1H),2.56(s,3H),2.15~2.00(m,4H),1.80~1.68(m,2H).13C NMR(100MHz,CDCl3)δ:153.6,151.1,150.9,144.3,143.9,140.8,135.7,134.2,133.9,132.2,131.9,130.9,129.9,129.6,128.5,127.8,123.2,113.7,98.9,90.6,54.8,31.9,23.8,16.0.
TBI-739,5-(2-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.57(d,J=2.5Hz,1H),8.35~8.33(dd,J=4.8,1.2Hz,1H),8.04(d,J=7.6Hz,1H),7.94(t,J=7.3Hz,1H),7.84~7.78(m,2H),7.71(dd,J=7.6,1.6Hz,1H),7.41(d,J=7.7Hz,1H),7.32~7.28(dd,J=8.4,4.8Hz,2H),7.24~7.05(m,2H),6.84(s,1H),6.34(d,J=8.7Hz,1H),5.02(s,1H),3.36(s,3H),3.28~3.08(m,1H),3.08~2.83(m,1H),2.06(d,J=10.2Hz,2H),1.66(brs,2H),1.55~1.23(m,2H),1.23~0.94(m,2H).13C NMR(100MHz,CDCl3)δ:151.2,150.8,144.3,144.0,143.5,136.7,135.5,135.3,135.1,134.9,131.7,131.5,130.6,129.8,129.6,128.9,128.9,128.3,127.9,127.8,123.6,123.1,114.2,99.6,90.2,78.5,57.6,55.9,31.3,30.9,30.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2320;实测值544.2324.
TBI-740,5-(3-三氟甲基苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(s,1H),8.34(d,J=4.5Hz,1H),7.95~7.87(q,J=8.3Hz,2H),7.79(d,J=8.3Hz,1H),7.72(d,J=7.4Hz,1H),7.67(s,1H),7.60(d,J=7.2Hz,1H),7.41~7.28(m,2H),7.25~7.08(m,2H),6.84(s,1H),6.48(d,J=7.7Hz,1H),5.14(s,1H),3.35(s,3H),3.28~3.09(m,1H),3.09~2.86(m,1H),2.07(d,J=12.3Hz,2H),1.72~1.61(m,2H),1.57~1.25(m,2H),1.25~0.94(m,2H).13C NMR(125MHz,CDCl3)δ:151.1,150.9,144.4,144.0,143.6,138.2,136.7,135.6,134.8,134.3,134.0,132.7,132.1,131.1,128.5,128.0,126.6,126.3,123.6,123.3,113.7,99.6,89.3,78.5,57.6,55.8,31.5,30.9,30.1,29.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29F3N5O:544.2325;实测值544.2324.
TBI-741,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-7-氟-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.89(brs,1H),7.84~7.81(m,2H),7.72(d,J=8.4Hz,2H),7.66~7.61(dd,J=8.7,6.0Hz,1H),7.29(d,J=8.4Hz,2H),6.93~6.84(m,3H),6.14~6.10(dd,J=10.8,2.7Hz,1H),5.30(s,1H),4.04(s,3H),3.51~3.42(m,1H),1.11(d,J=6.3Hz,6H).HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24ClFN5O:488.1654;实测值488.1653.
TBI-744,5-(4-三氟甲基苯基)-3-(2,3-二甲氧基-1-丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.91(s,1H),8.01(d,J=8.1,2H),7.87~7.82(m,2.H),7.74(d,J=7.5,1H),7.51(d,J=8.1,2H),7.26~7.15(m,2H),6.99(s,1H),6.99~6.91(dd,J=7.2,J=4.5,1H),6.38(d,J=7.8,1H),5.23(s,1H),4.03(s,3H),3.68~3.64(m,2H),3.58~3.55(m,1H),3.46(s,3H),3.38(s,3H),3.28~3.24(m,2H).13C NMR(125MHz,CDCl3)δ155.3,153.2,150.9,142.5,140.7,138.8,135.6,134.6,131.1,129.7,128.8,128.4,128.0,124.8,124.5,123.4,116.9,113.9,100.1,89.3,81.0,73.2,59.3,57.9,53.7,50.5.
TBI-422,5-(4-氯苯基)-3-环己基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:194-196℃.1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.7Hz,1H),8.33(d,J=4.5Hz,1H),7.80-7.76(m,1H),7.73-7.67(m,3H),7.32-7.26(m,3H),7.19-7.13(m,2H),6.83(d,J=1.2Hz,1H),6.49-6.46(m,1H),5.26(s,1H),3.10(m,1H),1.76-1.73(m,2H),1.64-1.59(m,3H),1.40-1.37(m,2H),1.26-1.22(m,3H).13C NMR(100MHz,CDCl3)δ:151.0,150.4,144.2,143.9,143.7,136.8,136.0,135.7,135.6,134.8,131.6,131.5,130.4,128.3,127.8,127.7,123.6,123.0,113.8,99.4,89.3,57.8,33.6,25.8,24.6,HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27ClN5:480.1955;实测值480.1953.
TBI-427,5-(4-氯苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:198-200℃.1H NMR(300MHz,CDCl3)δ:8.60(d,J=2.4Hz,1H),8.35(d,J=5.1Hz,1H),7.80-7.77(m,1H),7.74-7.70(m,3H),7.33-7.29(m,3H),7.22-7.13(m,2H),6.85(s,1H),6.49(d,J=7.5Hz,1H),5.25(s,1H),3.15-3.13(m,1H),2.81-2.77(m,2H),2.30(s,3H),2.04(m,2H),1.68(m,4H).13C NMR(100MHz,CDCl3)δ:151.0,144.4,144.0,143.6,136.7,136.0,135.8,134.9,131.7,130.3,128.4,127.9,123.7,123.2,114.0,99.5,89.1,53.9,46.4,32.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28ClN6:495.2058;实测值495.2057.
TBI-428,5-(4-氯苯基)-3-(N-甲基-4-哌啶基甲基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:188-190℃,1H NMR(300MHz,CDCl3)δ:8.58(d.J=2.4Hz,1H),8.35(dd,J=4.5Hz,1.2Hz,1H),7.79-7.76(m,1H),7.73-7.70(m,3H),7.33-7.28(m,3H).7.22-7.12(m,2H),6.83(s,1H),6.46(d,J=7.8Hz,1H),5.27(s,1H),3.05(d,J=11.4Hz,2H),2.87(d,J=11.4Hz,2H),2.28(s,3H),1.98-1.90(m,2H),1.76-1.63(m,3H),1.43-1.34(m,2H).13C NMR(100MHz,CDCl3)δ:152.2,150.9,144.4,144.1,143.6,136.7,135.9,135.8,135.6,134.8,131.8,131.5,130.2,128.4,128.2,127.9,125.0,123.7,123.1,114.0,99.3,89.0,55.9,50.7,46.5,37.1,30.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H30ClN6:509.2215;实测值509.2219.
TBI-433,5-(4-氯苯基)-3-(2-吗啉代乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:116-118℃.1H NMR(300MHz,CDCl3)δ:8.60(s,1H),8.35(d,J=3.6Hz,1H),7.80-7.77(m,1H),7.74-7.71(m,3H),7.33-7.29(m,3H),7.23-7.21(m,2H),6.89(s,1H),6.51(m,1H),5.30(s,1H),3.74-3.71(m,4H),3.36(t,J=7.2Hz,2H),2.71(t,J=7.2Hz,2H),2.50-2.47(m,4H).13C NMR(100MHz,CDCl3)δ:152.8,144.5,144.0,143.4,136.6,135.8,135.0,131.9,131.2,130.2,128.5,128.1,123.7,114.2,99.6,89.0,66.9,59.8,54.1,47.8,HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28ClN6O:511.2013;实测值511.2014.
TBI-434,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:215-217℃.1H NMR(300MHz,CDCl3)δ:8.61(d,J=1.8Hz,1H),8.36(d,J=3.9Hz,1H),7.80-7.77(m,1H),7.74-7.72(m,3H),7.34-7.29(m,3H),7.24-7.14(m,2H),6.87(s,1H),6.50(d,J=7.1Hz,1H),5.26(s,1H),4.01-3.97(m,2H),3.49-3.37(m,3H),1.73-1.65(m,4H).13C NMR(100MHz,CDCl3)δ:151.1,150.7,144.5,144.0,143.6,136.6,135.9,135.8,135.7,135.0,131.7,131.3,130.3,128.5,128.1,128.0,123.7,123.2,114.0,99.6,88.9,66.1,54.3,33.4,HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25ClN5O:482.1742;实测值482.1741.
TBI-435,5-(4-氯苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:209-210℃.1H NMR(300MHz,CDCl3)δ:8.59(m,1H),8.34(d,J=4.8Hz,1H),7.80-7.76(m,1H),7.73-7.71(m,3H),7.32-7.29(m,3H),7.19-7.12(m,2H),6.85(s,1H),6.48(d,J=7.8Hz,1H),5.26(s,1H),3.14(m,1H),2.80-2.77(m,2H),2.09-2.05(m,2H),1.96-1.93(m,2H),1.82-1.63(m,5H),0.90(d,J=6.6Hz,6H).13C NMR(100MHz,CDCl3)δ:150.8,144.3,143.9,143.6,136.8,136.0,135.6,134.9,131.6,130.4,128.4,127.8,123.6,123.1,113.9,99.5,89.2,67.1,55.9,52.4,32.9,25.7,21.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H34ClN6:537.2533;实测值537.2546.
TBI-436,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:228-230℃.1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.4Hz,1H),8.34(d,J=3.6Hz,1H),7.80-7.77(m,1H),7.72-7.69(m,3H),7.32-7.28(m,3H),7.22-7.13(m,2H),6.84(s,1H),6.50-6.47(m,1H),5.27(s,1H),3.37(s,3H),3.24-3.08(m,2H),2.10-2.06(m,2H),1.72-1.69(m,2H),1.48-1.38(m,2H),1.26-1.15(m,2H).13C NMR(100MHz,CDCl3)δ:151.1,144.4,144.0,143.6,136.7,135.9,135.6,134.9,131.6,130.3,128.4,127.9,123.6,123.1,113.9,99.5,89.1,78.5,57.3,55.8,31.1,29.9,HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29ClN5O:510.2060;实测值510.2069.
TBI-437,5-(4-氯苯基)-3-(N-环戊基-4-哌啶基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
mp:170-172℃.1H NMR(300MHz,CDCl3)δ:8.58(d,J=2.4Hz,1H),8.35(d,J=4.2Hz,1H),7.79-7.76(m,1H),7.74-7.71(m,3H),7.33-7.29(m,3H),7.23-7.14(m,2H),6.86(s,1H),6.50(d,J=7.8Hz,1H),5.26(s,1H),3.20(m,1H),2.97(m,2H),2.52(m,1H),2.05(m,2H),1.90(m,2H),1.71(m,4H),1.55(m,6H).13C NMR(100MHz,CDCl3)δ:150.9,144.4,144.0,143.6,136.7,136.0,134.9,131.7,130.4,128.4,127.9,123.7,123.1,113.9,99.5,89.1,67.7,55.4,50.8,32.8,30.7,24.2,HRMS(ESI-TOF+):/z[M+H]+计算值:C33H34ClN6:549.2527;实测值549.2527.
TBI-438,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.94(brs,1H),7.86-7.81(m,2H),7.72-7.67(m,3H),7.30(d,J=8.4Hz,2H),7.19-7.09(m,2H),6.93-6.89(m,2H),6.44(dd,J=7.5Hz,1.5Hz,1H),5.28(s,1H),4.04(s,3H),3.51-3.42(m,1H),1.11(d,J=6.3Hz,6H).13C NMR(125MHz,CDCl3)δ:155.5,151.3,150.6,143.0,138.9,136.1,135.7,134.8,131.7,130.5,128.2,127.6,124.9,122.9,116.8,113.8,100.1,89.3,53.7,49.4,23.6.
TBI-439,5-(4-氯苯基)-3-(2-吗啉代乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.83(brs,1H),7.87-7.82(m,2H),7.74-7.69(m,3H),7.30(d,J=8.4Hz,2H),7.21-7.13(m,2H),6.97(s,1H),6.93(dd,J=7.8Hz,4.5Hz,1H),6.47(dd,J=7.5Hz,1.5Hz,1H),5.26(s,1H),4.04(s,3H),3.73(t,J=4.5Hz,4H),3.36(t,J=6.9Hz,2H),2.75(t,J=7.2Hz,2H),2.54(t,J=4.5Hz,4H).13C NMR(125MHz,CDCl3)δ:155.3,152.9,151.0,142.6,138.9,136.0,135.8,135.7,134.9,131.8,131.5,130.3,128.4,127.9,124.8,123.2,116.8,114.0,100.2,89.2,67.0,59.8,54.3,53.7,48.5.
TBI-440,5-(4-氯苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.13(brs,1H),7.86-7.79(m,2H),7.73-7.70(m,3H),7.30(d,J=8.4Hz,2H),7.21-7.11(m,2H),6.96(s,1H),6.92(dd,J=8.1Hz,5.4Hz,1H),6.46(dd,J=8.1Hz,1.5Hz,1H),5.25(s,1H),4.04(s,3H),3.23(m,1H),2.78-2.75(m,2H),2.31(s,3H),2.16(m,2H),1.71-1.66(m,4H).13C NMR(125MHz,CDCl3)δ:155.3,151.2,150.9,142.6,138.6,136.0,135.7,135.6,134.9,131.7,131.5,130.4,128.3,127.7,125.0,124.1,123.0,116.8,113.9,100.2,89.1,53.7,53.4,46.6,32.7.
TBI-441,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(s,1H),7.71-7.66(m,3H),7.29(d,J=8.4Hz,2H),7.25(m,1H),7.19-7.09(m,3H),6.70(s,1H),6.44(d,J=7.5Hz,1H),5.28(s,1H),3.51-3.42(m,1H),2.55(s,3H),1.10(d,J=6.3Hz,6H).13C NMR(125MHz,CDCl3)δ:153.4,151.0,150.4,144.5,143.9,136.1,135.7,135.6,134.8,134.1,131.7,131.5,130.4,129.5,128.3,127.5,123.2,122.9,113.8,98.9,89.1,49.4,23.8,23.6.
TBI-442,5-(4-氯苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.06(brs,1H),7.86-7.79(m,2H),7.73-7.69(m,3H),7.30(d,J=8.4Hz,2H),7.20-7.11(m,2H),6.95(s,1H),6.91(dd,J=7.8Hz,5.1Hz,1H),6.46(dd,J=7.8Hz,1.8Hz,1H),5.25(s,1H),4.04(s,3H),3.21-3.17(m,1H),2.79-2.75(m.2H),2.11-2.05(m,4H),1.84-1.64(m,5H),0.91(d,J=6.3Hz,6H).13C NMR(125MHz,CDCl3)δ:155.3,151.2,150.9,142.7,138.6,136.1,135.7,134.9,131.6,131.5,130.4,128.3,127.7,125.0,124.3,123.0,116.8,113.8,100.2,89.2,71.1,67.4,55.1,53.7,52.0,32.8,25.7,21.1.
TBI-443,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.09(brs,1H),7.86-7.81(m,2H),7.73-7.70(m,3H),7.30(d,J=8.4Hz,2H),7.22-7.12(m,2H),6.97(s,1H),6.92(dd,J=7.8Hz,5.4Hz,1H),6.46(dd,J=7.8Hz,1.2Hz,1H),5.25(s,1H),4.04(s,3H),4.02-3.99(m,2H),3.55-3.42(m,3H),1.75-1.57(m,4H).13C NMR(125MHz,CDCl3)δ:155.3,151.1,151.0,142.6,138.7,136.0,135.8,135.0,131.7,131.4,130.4,128.3,127.8,124.9,124.3,123.1,116.8,113.9,100.3,89.0,65.5,53.7,53.3,33.3.
TBI-444,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.97(brs,1H),7.86-7.80(m,2H),7.71-7.69(m,3H),7.29(d,J=8.4Hz,2H),7.20-7.11(m,2H),6.94(s,1H),6.92(dd,J=7.5Hz,4.8Hz,1H),6.47(d,J=7.5Hz,1H),5.30(s,1H),4.03(s,3H),3.37(s,3H),3.28-3.22(m,1H),3.17-3.14(m,1H),2.10-2.07(m,2H),1.74-1.71(m,2H),1.49-1.39(m,2H),1.31-1.20(m,2H).13C NMR(125MHz,CDCl3)δ:151.2,142.8,138.8,135.7,131.6,130.4,128.3,127.7,124.9,124.7,123.0,116.8,113.9,100.3,89.3,56.8,55.8,53.7,30.7,29.4.
TBI-445,5-(4-氯苯基)-3-(2-吗啉代乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(s,1H),7.73-7.66(m,3H),7.30(d,J=8.1Hz,2H),7.25(m,1H),7.19-7.16(m,3H),6.74(s,1H),6.47(d,J=6.9Hz,1H),5.28(s,1H),3.72(t,J=4.5Hz,4H),3.36(t,J=7.2Hz,2H),2.71(t,J=7.5Hz,2H),2.57(s,3H),2.48(t,J=4.2Hz,4H).13C NMR(125MHz,CDCl3)δ:152.9,150.7,143.8,136.0,134.9,133.9,131.9,130.3,129.5,128.4,127.8,123.2,114.1,99.0,89.0,67.0,59.8,54.1,47.9,23.9.
TBI-446,5-(4-氯苯基)-3-(N-甲基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(d,J=2.7Hz,1H),7.73-7.66(m,3H),7.30(d,J=8.4Hz,2H),7.25(m,1H),7.21-7.12(m,3H),6.73(s,1H),6.48(d,J=7.8Hz,1H),5.24(s,1H),3.14-3.13(m,1H),2.81-2.77(m,2H),2.56(s,3H),2.30(s,3H),2.05(m,2H),1.68(m,4H).13C NMR(125MHz,CDCl3)δ:153.5,151.1,144.4,143.8,136.0,135.8,134.9,134.0,131.6,131.3,130.4,129.6,128.4,127.7,123.2,114.0,99.0,89.1,53.9,46.4,32.7,23.8.
TBI-447,5-(4-氯苯基)-3-(N-异丁基-4-哌啶基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(d,J=2.1Hz,1H),7.73-7.66(m,3H),7.30(d.J=8.4Hz,2H),7.25(m,1H),7.20-7.11(m,3H),6.72(s,1H),6.47(d,J=7.5Hz,1H),5.25(s,1H),3.14-3.11(m,1H),2.80-2.77(m,2H),2.56(s,3H),2.08-2.05(m,2H),1.98-1.92(m,2H),1.81-1.62(m,5H),0.90(d,J=6.9Hz,6H).13C NMR(125MHz,CDCl3)δ:153.4,151.0,150.9,144.4,143.8,136.1,135.7,134.8,134.1,131.6,131.4,130.4,129.4,128.3,127.6,1232,123.0,113.9,98.9,89.2,67.1,56.0,52.4,32.9,25.7,23.8,21.0.
TBI-448,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(d,J=3.6Hz,1H),7.81(d,J=7.2Hz,1H),7.73-7.66(m,3H),7.31(d,J=8.4Hz,2H),7.20-7.10(m,3H),6.58(s,1H),6.45(d,J=7.2Hz,1H),5.29(s,1H),3.53-3.45(m,1H),2.55(s,3H),1.11(d,J=6.3Hz,6H).13C NMR(100MHz,CDCl3)δ:152.3,151.0,150.3,144.2,136.1,135.7,135.6,134.9,134.7,131.7,131.4,130.4,129.2,128.2,127.6,123.0,121.6,113.8,98.8,89.0,67.1,49.3,23.6,20.9.
TBI-449,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(d,J=2.4Hz,1H),7.73-7.66(m,3H),7.30(d,J=8.4Hz,2H),7.25(m,1H),7.20-7.14(m,3H),6.74(s,1H),6.48(dd,J=7.8Hz,1.5Hz,1H),5.25(s,1H),4.02-3.95(m,2H),3.48-3.37(m,3H),2.57(s,3H),1.69-1.62(m,4H).13C NMR(100MHz,CDCl3)δ:153.6,151.1,150.7,144.4,143.8,136.0,135.8,135.7,135.0,134.0,131.6,131.3,130.3,129.6,128.4,127.7,123.2,123.1,113.9,99.0,89.0,66.1,54.3,33.4,23.8.
TBI-450,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(d,J=2.4Hz,1H),7.72-7.67(m,3H),7.29(d,J=8.7Hz,2H),7.25(m,1H),7.20-7.11(m,3H),6.72(s,1H),6.48(d,J=7.5Hz,1H),5.26(s,1H),3.71(s,3H),3.37-3.15(m,1H),3.14-3.07(m,1H),2.56(s,3H),2.10-2.06(m,2H),1.72-1.69(m,2H),1.49-1.38(m,2H),1.25-1.14(m,2H).13C NMR(100MHz,CDCl3)δ:153.4,151.1,150.9,144.3,143.8,135.9,135.8,135.6,134.8,134.0,131.6,131.4,130.3,129.4,128.3,127.7,123.2,123.0,113.9,98.9,89.1,78.5,67.1,57.3,55.8,31.2,29.9,23.8.
TBI-451,5-(4-氯苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.86-7.79(m,2H),7.72-7.67(m,3H),7.30(d,J=8.4Hz,2H),7.19-7.09(m,2H),6.92-6.89(m,2H),6.46(dd,J=7.8Hz,1.8Hz,1H),5.25(s,1H),4.03(s,3H),3.18-3.12(m,1H),1.79-1.77(m,2H),1.59(m,3H),1.48-1.22(m,5H).13C NMR(100MHz,CDCl3)δ:155.4,151.4,150.6,142.9,138.6,136.1,135.6,134.7,131.6,130.5,128.2,127.6,125.0,124.5,122.8,116.8,113.8,100.1,89.5,57.3,53.7,33.5,26.0,24.2.
TBI-452,5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.30-8.28(m,1H),7.83(d,J=8.1Hz,1H),7.74-7.69(m,3H),7.30(d,J=8.7Hz,2H),7.22-7.12(m,3H),6.64(s,1H),6.49(dd,J=7.8Hz,1.2Hz,1H),5.27(s,1H),4.02-3.95(m,2H),3.53-3.40(m,3H),2.56(s,3H),1.73-1.60(m,4H).13C NMR(100MHz,CDCl3)δ:152.1,151.0,150.7,144.3,144.0,136.0,135.8,135.6,135.0,134.6,131.7,131.3,130.3,129.0,128.3,127.8,123.2,121.7,114.0,99.0,88.8,65.8,53.7,33.4,21.0.
TBI-453,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.28(dd,J=5.1 Hz,1.5Hz,1H),7.82(dd,J=8.4Hz,1.5Hz,1H),7.72-7.67(m,3H),7.29(d,J=8.4Hz,2H),7.21-7.11(m,3H),6.60(s,1H),6.48(dd,J=7.8Hz,1.2Hz,1H),5.28(s,1H),3.36(s,3H),3.26-3.11(m,2H),2.54(s,3H),2.10-2.04(m,2H),1.74-1.71(m,2H),1.48-1.36(m,2H),1.30-1.19(m,2H).
TBI-454,5-(3-甲基硫代苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(brs,1H),8.33(d,J=4.8Hz,1H),7.80-7.77(m,1H),7.70-7.68(m,1H),7.65-7.60(m,1H),7.50-7.48(m,1H),7.32-7.29(m,1H),7.20-7.08(m,4H),6.84(s,1H),6.54-6.51(m,1H),5.32(s,1H),3.51-3.43(m,1H),2.52(s,3H),1.11-1.08(m,6H).
TBI-455,5-(3-甲基亚硫酰基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(brs,1H),8.34(d,J=4.8Hz,1H),7.97-7.94(m,2H),7.79(d,J=8.7Hz,1H),7.72-7.64(m,2H),7.54-7.52(m,1H),7.33-7.28(m,1H),7.22-7.17(m,2H),6.84(s,1H),6.41(t,J=7.2Hz,1H),5.21-5.19(m,1H),3.42-3.38(m,1H),2.83(s,3H),1.10-1.05(m,6H).
TBI-456,5-(4-甲基硫代苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(d,J=2.4Hz,1H),8.32(dd,J=4.8Hz,1.5Hz,1H),7.80-7.76(m,1H),7.68(dd,J=8.1Hz,2.1Hz,1H),7.54(d,J=8.4Hz,1H),7.31-7.23(m,4H),7.19-7.09(m,2H),6.84(s,1H),6.51(dd,J=7.8Hz,1.2Hz,1H),5.36(s,1H),3.50-3.44(m,1H),2.62(s,3H),1.10(d,J=6.3Hz,6H).
TBI-457,5-(4-甲基亚硫酰基苯基)-3-(1-甲基乙基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.59(s,1H),δ8.34(d,J=4.8Hz,1H),8.09-7.97(m,2H),7.79-7.77(m,1H),7.72-7.70(m,1H),7.56(m,2H),7.32-7.28(m,1H),7.22-7.11(m,2H).6.84(s,1H),6.41(d,J=7.8Hz,1H),5.23(s,1H),3.46-3.38(m,1H),2.90(s,3H),1.08(d,J=6.0Hz,6H).
TBI-458,5-(4-氯苯基)-3-(4-四氢硫代吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(d,J=2.7Hz,1H),8.35(d,J=4.2Hz,1H),7.79-7.71(m,3H),7.34-7.29(m,2H),7.23-7.14(m,2H),6.86(s,1H),6.50(d,J=8.1Hz,1H),5.20(s,1H),3.21-3.16(m,1H),2.82-2.78(m,2H),2.59-2.50(m,2H),1.94-1.74(m,4H).13C NMR(100MHz,CDCl3)δ:150.7,150.6,144.5,144.0,143.6,136.6,135.9,135.6,135.0,131.7,131.3,130.3,128.5,128.1,128.0,123.7,123.2,114.0,99.6,88.8,56.3,34.3,26.6.
TBI-914,7-氟-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.1Hz),7.72(2H,d,J=8.1Hz),7.67(1H,d,J=8.7,2.1Hz),7.62(1H,m),7.29(2H,d,J=8.1Hz),7.16(1H,d,J=8.7Hz),6.87(1H,m),6.67(1H,s),6.13(1H,m),5.30(1H,s),3.47(1H,m),2.56(3H,s),1.10(6H,d,J=6.6Hz).13C NMR(100MHz,CDCl3)δ:161.4(d,J=246Hz),153.4,150.3,144.2,143.8,136.0,135.7,134.4,134.0,132.4,132.3,131.9,130.2,129.7.129.6,129.4,123.2,110.6(d,J=23Hz),100.7(d,J=28Hz),98.8,89.7,58.4,23.8,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24ClFN5:472.1699;实测值472.1677.
TBI-918,7-氟-5-(4-氯苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.4Hz),7.72(2H,d,J=8.4Hz),7.66(1H,d,J=8.1,2.4Hz),7.62(1H,dd,J=8.7,6.0Hz),7.29(2H,d,J=8.4Hz),7.16(1H,d,J=8.1Hz),6.87(1H,ddd,J=11.1,8.7,2.7Hz),6.67(1H,s),6.15(1H,dd,J=11.1,2.7Hz),5.27(1H,s),3.09(1H,m),2.56(3H,s),1.74(2H,m),1.59(3H,m),1.39(2H,m),1.20(3H,m).13CNMR(100MHz,CDCl3.δ:161.6(d,J=246Hz),153.4,150.4,144.3,143.8,136.0,135.7,134.3,134.0,132.4,132.3,131.8,130.2,129.9,129.8,129.4,123.2,110.4(d,J=23Hz),100.6(d,J=29Hz),98.8,90.0,60.0,33.7,25.8,24.6,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28ClFN5:512.2012;实测值512.2028.
TBI-919,7-氟-5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.53(1H,d,J=2.7Hz),7.72(2H,d,J=8.4Hz),7.66(1H,d,J=8.4,2.7Hz),7.63(1H,dd,J=9.0,5.7Hz),7.30(2H,d,J=8.4Hz),7.16(1H,d,J=8.4Hz),6.87(1H,ddd,J=11.2,9.0,2.4Hz),6.67(1H,s),6.16(1H,dd,J=11.2,2.4Hz),5.26(1H,s),3.95(2H,m),3.36(3H,m),2.56(3H,s),1.63(4H,m).13C NMR(100MHz,CDCl3.δ:162.3(d,J=250Hz),153.3,150.2,144.1,143.6,136.2,135.5,134.1,133.8,132.3,132.2,131.6,130.0,129.8,129.6,129.3,123.1,110.3(d,J=22Hz),100.4(d,J=28Hz),98.7,90.1,66.2,54.7,33.4,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26ClFN5O:514.1804;实测值514.1798.
TBI-925,7-氟-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基)-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.44(1H,br.s),7.72(2H,d,J=8.7Hz),7.65(2H,m),7.28(2H,d,J=8.4Hz),7.16(1H,d,J=8.7Hz),6.88(1H,m),6.67(1H,s),6.16(1H,m),5.28(1H,s),3.37(3H,s),3.20(1H,m),3.10(1H,m),2.56(3H,s),2.07(2H,m),1.69(2H,m),1.43(2H,m),1.19(2H,m).13C NMR(100MHz,CDCl3.δ:161.7(d,J=247Hz),153.5,151.0,150.2,144.1,143.8,136.2,135.6,134.4,133.9,132.4,132.3,131.8,130.1,129.8,129.4,123.2,110.6(d,J=24Hz),100.7(d,J=29Hz),98.9,89.8,78.4,57.3,55.8,31.2,29.9,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30ClFN5O:542.2117;实测值542.2097.
TBI-924,7-氟-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.91(1H,br.s),7.81(2H,m),7.71(2H,d,J=7.8Hz),7.64(1H,m),7.28(2H,d,J=7.8Hz),6.85(3H,m),6.16(1H,m),5.28(1H,s),4.03(3H,s),3.37(3H,s),3.25(1H,m),3.14(1H,m),2.07(2H,m),1.71(2H,m),1.44(2H,m),1.24(2H,m).13C NMR(100MHz,CDCl3.δ:161.7(d,J=246Hz),155.3,151.1,150.4,142.5,138.8,136.1,135.5,134.3,132.6,132.5,131.8,130.1,129.8,124.8,124.5,116.8,110.5(d,J=23Hz),100.7(d,J=28Hz),100.2,89.9,78.2,56.8,55.8,53.7,30.7,29.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30ClFN5O2:558.2067;实测值558.2043.
TBI-926,7-氟-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.89(1H,br.s),7.81(2H,m),7.71(2H,d,J=7.8Hz),7.63(1H,m),7.29(2H,d,J=7.8Hz),6.89(3H,m),6.11(1H,m),5.30(1H,s),4.03(3H,s),3.46(1H,m),1.10(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3.δ:161.7(d,J=246Hz),155.5,150.5,150.4,142.7,138.9,136.0,135.7,134.3,132.6,132.3,131.9,130.2,129.8,124.9,124.6,116.8,110.4(d,J=23Hz),100.6(d,J=28Hz),99.8,89.9,53.7,49.5,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24ClFN5O:488.1648;实测值488.1629.
TBI-927,7-氟-5-(4-氯苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.88(1H,br.s),7.81(2H,m),7.72(2H,d,J=8.1Hz),7.63(1H,dd,J=8.4,6.3Hz),7.29(2H,d,J=8.1Hz),6.87(3H,m),6.14(1H,dd,J=10.2,2.1Hz),5.27(1H,s),4.03(3H,s),3.15(1H,m),1.78(2H,m),1.58(3H,m),1.38(2H,m),1.28(3H,m).13C NMR(100MHz,CDCl3.δ:161.7(d,J=246Hz),155.3,150.6,150.4,142.6,138.6,135.9,135.7,134.2,132.6,132.3,131.8,130.2,129.6,124.9,124.3,116.8,110.3(d,J=23Hz),100.6(d,J=29Hz),100.1,90.1,57.3,53.7,33.5,25.9,24.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28ClFN5O:528.1961;实测值528.1952.
TBI-928,7-氟-5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基)-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:9.04(1H,br.s),7.83(2H,m),7.73(2H,d,J=8.7Hz),7.66(1H,dd,J=8.4,6.0Hz),7.29(2H,d,J=8.7Hz),6.88(3H,m),6.14(1H,dd,J=9.9,2.1Hz),5.27(1H,s),4.04(3H,s),4.01(2H,m),3.50(3H,m),1.64(4H,m), 13C NMR(100MHz,CDCl3.δ:161.7(d,J=246Hz),155.3,151.0,150.2,142.4,138.8,136.2,135.6,134.5,132.5,132.3,131.9,130.1,129.9,124.8,124.3,116.8,110.7(d,J=23Hz),100.6(d,J=28Hz)100.3,89.6,65.5,53.8,53.3,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26ClFN5O2:530.1754;实测值530.1746.
TBI-938,8-氟-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.44(1H,br.s),7.68(3H,m),7.35(1H,br.d,J=8.1Hz),7.27(2H,m),7.16(1H,d,J=8.1Hz),6.84(1H,m),6.67(1H,s),6.42(1H,dd,J=9.0,4.5Hz),5.23(1H,s),3.36(3H,s),3.20(1H,m),3.09(1H,m),2.56(3H,s),2.06(2H,m),1.69(2H,m),1.43(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3.δ:158.5(d,J=240Hz),153.7,151.9,151.0,145.0,143.9,136.4(d,J=14Hz),135.8(d,J=16Hz),134.6,133.8,132.0,131.7,130.8,130.2,129.7,128.0,123.2,115.9(d,J=22Hz),113.4(d,J=22Hz),98.5,88.8,78.4,57.3,55.8,31.1,29.9,23.8.HRMS(ESI-TOF+)+:m/z[M+H]+计算值:C31H30ClFN5O:542.2117;实测值542.2079.
TBI-943,8-氟-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.46(1H,br.s),7.70(3H,m),7.33(3H,m),7.17(1H,d,J=7.8Hz),6.84(1H,m),6.67(1H,s),6.39(1H,m),5.27(1H,s),3.48(1H,m),2.56(3H,s),1.10(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3.δ:158.5(d,J=241Hz),153.6,152.0,150.2,145.1,143.9,136.3(d,J=12Hz),135.8(d,J=14Hz),134.6,133.9,132.0,131.8,130.5,130.3,129.7,128.0,123.2,114.7(d,J=23Hz),113.3(d,J=22Hz),98.4,88.8,49.4,23.8,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24ClFN5:472.1699;实测值472.1680.
TBI-929,8-氟-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.99(1H,br.s),7.84(2H,m),7.72(2H,d,J=7.8Hz),7.37(1H,dd,J=9.3,2.1Hz),7.30(2H,d,J=7.8Hz),6.96(1H,dd,J=8.4,6.0Hz),6.88(1H,s),6.84(1H,m),6.38(1H,dd,J=9.0,4.5Hz),5.27(1H,s),4.05(3H,s),3.47(1H,m),1.12(6H,d,J=6.0Hz).13C NMR(100MHz,CDC13.δ:158.5(d,J=240Hz),155.5,152.3,150.4,143.5,139.1,136.2(d,J=12Hz),135.8(d,J=17Hz),134.5,131.8,130.4,128.2,125.2,124.6,116.8,114.7(d,J=25Hz),114.6,114.5,113.3(d,J=23Hz),99.6,89.0,53.7,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24ClFN5O:488.1648;实测值488.1629.
TBI-936,8-氟-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.98(1H,br.s),7.82(2H,m),7.69(2H,d,J=7.8Hz),7.37(1H,dd,J=9.0,2.1Hz),7.27(2H,d,J=7.8Hz),6.88(3H,m),6.39(1H,dd,J=8.7,5.1Hz),5.23(1H,s),4.05(3H,s),3.36(3H,s),3.24(1H,m),3.13(1H,m),2.07(2H,m),1.71(2H,m),1.43(2H,m),1.24(2H,m).13CNMR(100MHz,CDCl3.δ:158.5(d,J=240Hz),155.4,152.2,151.0,143.3,139.1,136.4(d,J=12Hz),135.8(d,J=12Hz),134.6,131.7,130.3,128.2,124.9,124.6,116.8,114.9(d,J=24Hz),114.7,114.6,113.4(d,J=23Hz),99.8,89.0,78.2,56.8,55.8,53.8,30.7,29.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30ClFN5O2:558.2067;实测值558.2044.
TBI-937,8-氟-5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:9.13(1H,br.s),7.85(2H,m),7.72(2H,d,J=8.1Hz),7.39(1H,dd,J=8.7,2.1Hz),7.29(2H,d,J=8.1Hz),6.89(3H,m),6.42(1H,m),5.24(1H,s),4.04(3H,s),3.97(2H,m),3.49(3H,m),1.69(4H,m).13C NMR(100MHz,CDCl3.δ:158.5(d,J=241Hz),155.4,152.0,150.9,143.2,139.1,135.8(d,J=11Hz),134.8(d,J=12Hz),133.8,131.8,130.3,128.0,124.6,124.4,116.8,115.2(d,J=23Hz),114.9,114.7,113.4(d,J=22Hz),99.9,88.7,65.5,53.8,53.3,33.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26ClFN5O2:530.1754;实测值530.1728.
TBI-939,7-甲氧基-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.86(1H,br.s),7.83(1H,dd,J=7.8,1.5Hz),7.79(1H,dd,J=5.1,1.5Hz),7.70(2H,d,J=8.7Hz),7.62(1H,d,J=8.7Hz),7.29(2H,d,J=8.7Hz),6.90(2H,m),6.77(1H,dd,J=8.7,2.4Hz),5.91(1H,d,J=2.4Hz),5.26(1H,s),3.94(3H,s),3.70(3H,s),3.44(1H,m),1.10(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:159.4,155.3,150.6,148.9,141.9,138.4,136.0,135.7,134.6,132.8,131.7,130.6,130.4,129.4,125.1,124.4,116.8,109.3,100.4,98.9,89.6,55.5,53.7,49.3,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H27ClN5O2:500.1848;实测值500.1832.
TBI-941,7-甲氧基-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3.δ:8.89(1H,br.s),7.82(1H,dd,J=8.4,1.8Hz),7.77(1H,m),7.68(2H,d,J=8.7Hz),7.62(1H,d,J=8.7Hz),7.28(2H,d,J=8.7Hz),6.90(2H,m),6.78(1H,dd,J=8.7,2.1Hz),5.92(1H,d,J=2.1Hz),5.23(1H,s),4.02(3H,s),3.69(3H,s),3.36(3H,s),3.24(1H,m),3.12(1H,m),2.04(2H,m),1.69(2H,m),1.42(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3.δ:159.5,155.2,151.3,148.7,141.7,138.3,135.9,135.8,134.6,132.7,131.6,130.6,130.3,129.5,125.1,124.1,116.8,109.5,100.5,98.8,89.5,78.3,56.7,55.8,55.5,53.7,30.7,29.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H33ClN5O3:570.2266;实测值570.2241.
TBI-942,7-甲氧基-5-(4-氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.02(1H,br.s),7.82(1H,dd,J=7.8,1.8Hz),7.79(1H,dd,J=4.8,1.8Hz),7.70(2H,d,J=8.4Hz),7.65(1H,d,J=8.4Hz),7.29(2H,d,J=8.4Hz),6.95(1H,s),6.90(1H,dd,J=7.8,4.8Hz),6.80(1H,dd,J=8.4,2.4Hz),5.93(1H,d,J=2.4Hz),5.23(1H,s),4.04(3H,s),4.01(2H,m),3.71(3H,s),3.48(3H,m),1.63(4H,m).13C NMR(100MHz,CDCl3)δ:159.5,155.1,151.1,148.6,141.6,138.3,135.9,135.8,134.8,132.6,131.7,130.7,130.3,129.6,125.1,123.8,116.8,109.7,100.6,98.9,89.3,65.6,55.5,53.7,53.2,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29ClN5O3:542.1953;实测值542.1934.
TBI-894,7-甲氧基-5-(4-氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.00(1H,br.s),7.78(2H,m),7.68(2H,d,J=8.1Hz),7.60(1H,d,J=8.7Hz),7.30(2H,d,J=8.1Hz),6.87(1H,dd,J=7.8,5.1Hz),6.84(1H,s),6.74(1H,dd,J=8.7,2.1Hz),5.88(1H,d,J=2.1Hz),5.52(1H,s),3.99(3H,s),3.68(3H,s),2.71(1H,m),0.87(2H,m),0.80(2H,m).13C NMR(100MHz,CDCl3)δ:159.5,155.3,152.7,149.1,141.6,138.4,136.0,135.6,134.4,132.9,131.8,130.7,130.5,129.4,125.0,124.5,116.8,109.2,100.4,98.9,90.0,55.5,53.7,53.2,32.8,9.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24ClN5O2:498.1691;实测值498.1667.
TBI-895,7-甲氧基-5-(4-氯苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.92(1H,br.s),7.82(1H,dd,J=7.2,1.5Hz),7.79(1H,dd,J=5.4,1.5Hz),7.70(2H,d,J=8.4Hz),7.63(1H,d,J=8.7Hz),7.29(2H,d,J=8.4Hz),6.90(2H,m),6.78(1H,dd,J=8.7,2.4Hz),5.92(1H,d,J=2.4Hz),5.07(1H.s),4.04(3H,s),3.88(1H,m),3.70(3H,s),2.17(2H,m),2.06(2H,m),1.75(2H,m).13C NMR(100MHz,CDCl3)δ:159.5,155.2,151.5,148.7,141.7,138.4,136.0,135.7,134.2,132.6,131.7,130.7,130.4,129.5,125.0,124.2,116.8,109.6,100.6,98.8,91.1,55.5,54.8,53.7,32.0,16.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26ClN5O2:512.1848;实测值512.1816.
TBI-944,5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.41(1H,br.s),7.82(1H,d,J=8.7Hz),7.65(2H,m),7.52(1H,d,J=1.8Hz),7.27(1H,m),7.15(3H,m),6.64(1H,s),6.42(1H,d,J=7.5Hz),5.55(1H,s),2.79(1H,m),2.56(3H,s),0.94(2H,m),0.86(2H,m).13C NMR(100MHz,CDCl3)δ:153.6,152.1,151.2,144.2,143.9,136.8,135.6,135.4,134.3,133.8,133.2,131.3,131.2,129.7,128.7,128.3,127.6,123.2,123.1,113.6,98.8,89.6,33.1,23.8,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22Cl2N5:486.1247;实测值486.1228.
TBI-945,5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.53(1H,d,J=2.1Hz),7.98(1H,dd,J=7.8,1.8Hz),7.83(1H,d,J=8.1Hz),7.69(1H,dd,J=8.4,2.7Hz),7.50(1H,d,J=2.7Hz),7.43(2H,m),7.21(2H,m),7.14(1H,s),6.82(1H,dd,J=7.8,1.8Hz),5.70(1H,s),3.99(2H,m),3.45(3H,m),2.57(3H,s),1.67(4H,m).13C NMR(100MHz,CDCl3)δ:154.2,153.7,144.4,143.9,136.7,135.5,135.3,134.6,133.8,133.2,131.3,131.2,129.7,128.7,128.3,127.6,123.3,123.2,115.1,99.0,89.3,66.1,54.3,33.4,23.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26Cl2N5O:530.1509;实测值530.1511.
TBI-948,5-(3,4-二氯苯基)-3-环丁基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.47(1H,br.s),7.82(1H,d,J=8.7Hz),7.67(2H,m),7.50(1H,br.s),7.24(1H,m),7.15(3H,m),6.70(1H,s),6.48(1H,br.d,J=7.5Hz),5.11(1H,s),3.94(1H,m),2.56(3H,s),2.21(2H,m),2.05(2H,m),1.79(2H,m).13C NMR(100MHz,CDCl3)δ:153.6,151.0,150.9,144.4,143.3,136.8,135.6,135.3,134.3,134.1,133.9,133.0,131.2,130.9,129.6,128.6,128.4,127.4,123.3,123.2,113.7,98.9,90.6,54.8,32.0,23.8,16.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24Cl2N5:500.1317;实测值500.1335.
TBI-946,5-(3,4-二氯苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.79(1H,br.s),7.84(3H,m),7.69(1H,d,J=7.5Hz),7.5021H,d,J=2.1Hz),7.23(1H,m),7.17(2H,m),6.91(2H,m),6.47(1H,d,J=7.5Hz),5.11(1H,s),4.05(3H,s),3.95(1H,m),2.22(2H,m),2.08(2H,m),1.81(2H,m).13C NMR(100MHz,CDCl3)δ:155.4,151.2,151.1,142.8,139.0,136.7,135.6,135.3,134.3,134.0,133.0,131.3,131.1,128.6,128.4,127.8,124.9,124.7,123.2,116.8,113.7,100.3,90.8,54.8,53.7,32.0,16.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24Cl2N5O:516.1352;实测值516.1322.
TBI-947,5-(2,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.56(1H,br.s),7.81(3H,m),7.68(1H,d,J=7.8Hz),7.50(1H,m),7.37(1H,d,J=8.1Hz),7.18(2H,m),6.91(2H,m),6.32(1H,d,J=7.8Hz),5.17(1H,s),4.01(3H,s),3.96(2H,m),3.49(3H,m),1.68(4H,m).13C NMR(100MHz,CDCl3)δ:155.3,151.2,151.1,142.8,139.1,136.7,135.6,135.3,134.2,134.0,133.0,131.3,131.0,128.6,128.4,127.7,124.9,124.7,123.2,116.8,113.7,100.1,89.3,65.5,53.6,33.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26Cl2N5O2:546.1358;实测值546.1374.
TBI-893,5-(2,4-二氯苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.86(1H,m),7.82(3H,m),7.72(1H,d,J=7.8Hz),7.60(1H,dd,J=8.4,2.1Hz),7.34(1H,d,J=8.4Hz),7.19(2H,m),6.91(2H,m),6.38(1H,d,J=7.8Hz),5.01(1H,s),4.05(3H,s),3.95(1H,m),2.20(2H,m),2.13(2H,m),1.78(2H,m).13C NMR(100MHz,CDCl3)δ:155.5,151.5,151.3,142.8,139.0,136.7,135.7,134.8,133.3,132.9,131.9,131.8,130.3,129.9,128.4,127.9,125.1,124.7,123.3,116.8,113.2,100.3,90.5,54.9,53.7,32.0,16.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24Cl2N5O:516.1352;实测值516.1328.
TBI-949,7-氟-5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,d,J=2.1Hz).7.85(1H,d,J=8.1Hz),7.65(2H,m),7.49(1H,d,J=2.4Hz),7.24(1H,dd,J=8.1,2.4Hz),7.17(1H,d,J=8.7Hz),6.91(1H,m),6.69(1H,s),6.18(1H,dd,J=10.2,3.0Hz),5.29(1H,s),3.99(2H,m),3.44(3H,m),2.57(3H,s),1.66(4H,m).13C NMR(100MHz,CDCl3)δ:163.0(d,J=246Hz),153.8,150.8,150.0,144.2,143.9,136.3,135.6,134.8,134.2,133.8,133.2,132.3,131.8(d,J=11Hz),131.0,130.0(d,J=12Hz),129.7,128.2,123.3,111.0(d,J=23Hz),100.6(d,J=28Hz),99.0,89.7,66.5,54.4,33.4,23.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25Cl2FN5O:548.1288;实测值548.1339.
TBI-896,7-氟-5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,d,J=2.1Hz),7.84(1H,d,J=8.7Hz),7.66(2H,m),7.49(1H,d,J=2.4Hz),7.24(1H,dd,J=8.7,2.4Hz),7.16(1H,d,J=8.1Hz),6.90(1H,m),6.66(1H,s),6.13(1H,br.d,J=9.9Hz),5.32(1H,s),3.52(1H,m),2.56(3H,s),1.13(6H,d,J=6.6Hz).13C NMR(100MHz,CDCl3)δ:162.8(d,J=246Hz),153.5,150.6,150.1,144.2,143.8,136.4,135.6,134.7,134.1,133.9,133.3,132.2,131.9(d,J=12Hz),131.0,130.0(d,J=12Hz),129.6,128.3,123.2,110.7(d,J=23Hz),100.6(d,J=28Hz),98.8,89.8,49.6,23.8,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22Cl2FN5:506.1309;实测值:506.1276.
TBI-897,7-氟-5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.1Hz),7.84(1H,d,J=7.8Hz),7.64(2H,m),7.48(1H,d,J=2.4Hz),7.24(1H,dd,J=7.8,2.4Hz),7.16(1H,d,J=7.5Hz),6.90(1H,m),6.66(1H,s),6.13(1H,br.d,J=10.5Hz),5.30(1H,s),3.37(3H,s),3.18(2H,m),2.56(3H,s),2.09(2H,m),1.71(2H,m),1.45(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=246Hz),153.6,150.8,150.1,144.1,143.8,136.2,135.6,134.8,134.0,133.9,133.2,132.2,132.0(d,J=12Hz),131.0,130.0(d,J=12Hz),129.5,128.2,123.2,110.8(d,J=24Hz),100.6(d,J=29Hz),98.9,89.9,78.4,57.4,55.8,31.2,29.8,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29Cl2FN5O:576.1626;实测值576.1629.
TBI-899,7-氟-5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.52(1H,br.s),7.81(3H,m),7.62(1H,m),7.49(1H,br.s),7.25(1H,br.d,J=7.8Hz),6.91(2H,m),6.83(1H,s),6.10(1H,br.d,J=10.5Hz),5.31(1H,s),4.03(3H,s),3.51(1H,m),1.13(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:161.7(d,J=247Hz),155.5,151.0,150.3,142.7,139.0,136.4,135.6,134.7,134.0,133.3,132.2(d,J=12Hz),131.0,129.8(d,J=11Hz),128.4,125.0,124.7,116.8,110.7(d,J=24Hz),100.6(d,J=29Hz),100.0,90.0,53.7,49.5,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23Cl2FN5O:522.1258;实测值522.1227.
TBI-884,7-氟-5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.60(1H,br.s),7.84(3H,m),7.67(1H,m),7.50(1H,br.s),7.24(1H,br.d,J=7.8Hz),6.93(2H,m),6.92(1H,s),6.17(1H,br.d,J=9.6Hz),5.30(1H,s),4.05(3H,s),4.02(2H,m),3.50(3H,m),1.76(4H,m).13C NMR(100MHz,CDCl3)δ:161.8(d,J=247Hz),155.3,150.8,150.2,142.4,138.9,136.3,135.6,134.8,134.2,133.3,132.3,132.2(d,J=12Hz),131.0,130.0(d,J=10Hz),128.2,124.7,124.3,116.8,110.9(d,J=23Hz),100.6(d,J=28Hz),100.3,89.7,65.5,53.8,53.3,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25Cl2FN5O2:564.1364;实测值564.1376.
TBI-885,7-氟-5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.53(1H,br.s),7.81(3H,m),7.61(1H,m),7.51(1H,br.s),7.24(1H,br.d,J=7.5Hz),6.90(2H,m),6.81(1H,s),6.10(1H,br.d,J=10.2Hz),5.56(1H,s),4.01(3H,s),2.79(1H,m),0.96(2H,m),0.88(2H,m).13C NMR(100MHz,CDCl3)δ:161.7(d,J=248Hz),155.4,152.0,150.7,142.5,139.0,136.4,135.6,134.7,133.8,133.4,132.3(d,J=12Hz),131.2,129.7(d,J=10Hz),128.5,125.1,124.6,116.8,110.5(d,J=23Hz),100.5(d,J=28Hz),100.0,90.4,53.7,33.2,10.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H21Cl2FN5O:520.1102;实测值520.1078.
TBI-886,7-氟-5-(3,4-二氯苯基)-3-环丁基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H-NMR(300MHz,CDCl3)δ:7.83(3H,m),7.65(1H,m),7.49(1H,br.s),7.23(1H,br.d,J=7.5Hz),6.90(2H,m),6.87(1H,s),6.15(1H,br.d,J=8.7Hz),5.13(1H,s),4.05(3H,s),3.95(1H,m),2.22(2H,m),2.11(2H,m),1.79(2H,m).13C NMR(100MHz,CDCl3)δ:161.6(d,J=248Hz),155.5,151.1,150.4,142.6,139.0,136.3,135.5,134.7,133.6,133.2,132.1(d,J=12Hz),131.1,130.0(d,J=10Hz),128.4,124.9,124.6,116.8,110.8(d,J=23Hz),100.6(d,J=28Hz),100.2,91.5,54.9,53.8,32.0,16.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H23Cl2FN5O:534.1258;实测值534.1225.
TBI-887,8-氟-5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,br.s),7.82(1H,d,J=8.7Hz),7.66(1H,dd,J=8.1,2.1Hz),7.49(1H,d,J=2.1Hz),7.35(1H,dd,J=9.0,2.1Hz),7.24(1H,dd,J=8.7,2.1Hz),7.18(1H,d,J=8.1Hz),6.87(1H,m),6.65(1H,s),6.38(1H,dd,J=9.0,4.5Hz),5.28(1H,s),3.50(1H,m),2.57(3H,s),1.13(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:158.7(d,J=241Hz),153.8,152.0,150.1,145.1,143.9,136.7,136.4(d,J=12Hz),135.5,134.4(d,J=10Hz),134.1,133.8,133.2,131.2,129.8,128.5,127.7,123.2,114.8(d,J=23Hz),114.5,113.5(d,J=22Hz),98.5,88.9,49.5,23.8,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23Cl2FN5:506.1309;实测值506.1276.
TBI-888,8-氟-5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.42(1H,br.s),7.82(1H,d,J=8.7Hz),7.64(1H,dd,J=8.1,2.4Hz),7.50(1H,d,J=1.8Hz),7.33(1H,dd,J=9.0,2.4Hz),7.25(1H,dd,J=8.7,1.8Hz),7.16(1H,d,J=8.1Hz),6.85(1H,m),6.60(1H,s),6.35(1H,dd,J=9.3,5.1Hz),5.53(1H,s),2.80(1H,m),2.56(3H,s),0.96(2H,m),0.87(2H,m).13C NMR(100MHz,CDCl3)δ:158.7(d,J=240Hz),153.9,152.2,151.9,144.9,144.0,136.8,136.5(d,J=12Hz),135.5,134.5(d,J=10Hz),134.1,133.6,133.3,131.3,129.9,128.6,127.8,123.3,114.6(d,J=23Hz),114.5,113.5(d,J=22Hz),98.4,89.3,33.2,23.8,10.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H21Cl2FN5:504.1153;实测值504.1122.
TBI-873,8-氟-5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.46(1H,br.s),7.83(1H,d,J=8.1Hz),7.66(1H,dd,J=8.4,2.4Hz),7.50(1H,br.s),7.37(1H,d,J=8.1Hz),7.24(1H,m),7.17(1H,d,J=8.4Hz),6.89(1H,m),6.68(1H,s),6.43(1H,m),5.25(1H,s),3.97(2H,m),3.44(3H,m),2.56(3H,s),1.67(4H,m).13C NMR(100MHz,CDCl3)δ:158.7(d,J=240Hz),154.0,151.7,150.8,144.9,144.0,136.7,136.5(d,J=12Hz),135.5,134.5(d,J=10Hz),134.3,133.6,133.2,131.1,129.9,128.4,127.4,123.3,114.8(d,J=25Hz),114.6,113.6(d,J=22Hz),98.7,88.8,66.0,54.3,33.4,23.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25Cl2FN5O:548.1288;实测值:548.1312.
TBI-878,8-氟-5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,br.s),7.82(1H,d,J=8.1Hz),7.65(1H,dd,J=8.4,2.4Hz),7.49(1H,br.s),7.36(1H,d,J=8.1Hz),7.25(1H,m),7.18(1H,d,J=8.4Hz),6.90(1H,m),6.69(1H,s),6.44(1H,m),5.49(1H,s),3.37(3H,s),3.25(1H,m),3.13(1H,m),2.57(3H,s),2.05(2H,m),1.68(2H,m),1.43(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3)δ:158.7(d,J=241Hz),154.0,151.6,150.7,144.9,144.0,136.7,136.4(d,J=11Hz),135.5,134.6(d,J=11Hz),134.3,133.6,133.2,131.1,129.9,128.4,127.4,123.3,114.9(d,J=25Hz),114.6,113.7(d,J=22Hz),98.9,89.1,78.4,57.3,55.8,31.2,29.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29Cl2FN5O:576.1626;实测值576.1629.
TBI-859,8-氟-5-(4-氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.62(1H,br.s),7.81(2H,m),7.70(2H,d,J=7.8Hz),7.35(1H,dd,J=9.3,2.1Hz),7.31(2H,d,J=7.8Hz),6.91(1H,dd,J=8.4,6.0Hz),6.83(1H,s),6.82(1H,m),6.34(1H,dd,J=9.0,4.5Hz),5.52(1H,s),4.01(3H,s),2.75(1H,m),0.91(2H,m),0.85(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=240Hz),155.5,152.4,152.3,143.3,139.3,135.9(d,J=12Hz),135.8(d,J=17Hz),134.4,131.8,130.5,128.4,125.4,124.5,116.8,114.8(d,J=25Hz),114.6,114.5,113.3(d,J=23Hz),99.6,89.4,53.7,33.0,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22ClFN5O:486.1491;实测值486.1518.
TBI-874,8-氟-5-(3,4-二氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.52(1H,br.s),7.81(3H,m),7.62(1H,m),7.49(1H,br.s),7.25(1H,br.d,J=7.8Hz),6.91(2H,m),6.83(1H,s),6.10(1H,br.d,J=10.5Hz),5.31(1H,s),4.03(3H,s),3.51(1H,m),1.13(6H,d,J=6.3Hz).13C NMR(100MHz,CD Cl3)δ:158.8(d,J=233Hz),155.7,151.5,150.3,143.4,139.5,136.7,136.5(d,J=11Hz),135.5,134.5,134.3,133.2,131.1,128.5,127.8,125.9,124.1,116.8,114.9(d,J=24Hz),114.5(d,J=10Hz),113.8(d,J=22Hz),99.9,89.1,53.7,49.5,23.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H23Cl2FN5O:522.1258;实测值522.1231.
TBI-875,8-氟-5-(3,4-二氯苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(3H,m),7.51(1H,d,J=1.8Hz),7.36(1H,dd,J=9.0,2.1Hz),7.24(1H,m),6.88(2H,m),6.82(1H,s),6.37(1H,dd,J=9.0,4.5Hz),5.25(1H,s),4.02(3H,s),2.79(1H,m),0.96(2H,m),0.87(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=240Hz),155.5,152.5,152.0,143.4,139.3,136.8,136.5(d,J=11Hz),135.5,134.4,134.1,133.3,131.3,128.7,128.0,125.5,124.4,116.8,114.7(d,J=24Hz),114.4(d,J=10Hz),113.5(d,J=23Hz),99.4,89.6,53.7,33.2,10.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H21Cl2FN5O:520.1102;实测值520.1071.
TBI-877,8-氟-5-(3,4-二氯苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.82(3H,m),7.49(1H,br.s),7.37(1H,dd,J=8.7,2.4Hz),7.23(1H,m),6.92(2H,m),6.91(1H,s),6.41(1H,dd,J=8.4,5.1Hz),5.26(1H,s),4.03(3H,s),4.01(2H,m),3.51(3H,m),1.71(4H,m).13C NMR(100MHz,CDCl3)δ:158.8(d,J=242Hz),155.5,152.5,143.2,142.7,139.3,136.6,136.3(d,J=11Hz),135.5,134.7,134.4,133.2,131.3,128.6,128.2,127.6,124.5,116.8,115.1(d,J=24Hz),114.5(d,J=10Hz),113.6(d,J=23Hz),100.1,88.8,65.5,55.3,53.8,33.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H25Cl2FN5O2:564.1364;实测值564.1323.
TBI-879,8-氟-5-(3,4-二氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(3H,m),7.50(1H,d,J=1.8Hz),7.39(1H,dd,J=9.0,2.4Hz),7.24(1H,m),6.93(2H,m),6.91(1H,s),6.44(1H,dd,J=8.7,4.5Hz),5.26(1H,s),4.04(3H,s),3.37(3H,s),3.27(1H,m),3.17(1H,m),2.08(2H,m),1.69(2H,m),1.44(2H,m),1.26(2H,m).13C NMR(100MHz,CDCl3)δ:158.7(d,J=240Hz),155.5,152.2,150.9,143.3,139.2,136.6,136.4(d,J=12Hz),135.5,134.6,134.3,133.2,131.2,128.4,127.8,125.0,124.5,116.8,115.0(d,J=24Hz),114.5(d,J=10Hz),113.6(d,J=22Hz),99.8,89.1,78.2,56.9,55.8,53.8,30.6,29.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H29Cl2FN5O2:592.1677;实测值592.1662.
TBI-889,8-氟-5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(2H,m),7.58(2H,d,J=8.1Hz),7.39(3H,m),6.90(2H,m),6.88(1H,s),6.37(1H,dd,J=8.7,5.1Hz),5.20(1H,s),4.04(3H,s),3.43(1H,m),1.11(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:158.6(d,J=240Hz),155.6,152.3,150.4,149.8,143.9,139.2,136.3(d,J=10Hz),135.8,134.6,130.8,129.4,128.2,125.3,124.6,123.7,116.8,114.8(d,J=24Hz),114.5(d,J=9Hz),113.4(d,J=22Hz),99.6,89.1,53.8,49.5,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24F4N5O2:538.1861;实测值:538.1880.
TBI-876,8-氟-5-(4-三氟甲氧基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.62(1H,br.s),7.83(2H,m),7.58(2H,d,J=8.1Hz),7.42(2H,d,J=8.1Hz),7.35(1H,dd,J=9.3,2.1Hz),6.91(2H,m),6.84(1H,s),6.35(1H,dd,J=8.1,5.1Hz),5.48(1H,s),4.01(3H,s),2.71(1H,m),0.89(2H,m),0.83(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=240Hz),155.5,152.5,152.4,149.7,143.3,139.3,136.5(d,J=11Hz),135.8,134.5,130.9,128.4,125.4,124.5,123.7,121.7,116.8,114.7(d,J=24Hz),114.5(d,J=9Hz),113.4(d,J=22Hz),99.6,89.4,53.7,33.0,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H22F4N5O2:536.1704;实测值536.1735.
TBI-861,8-氟-5-(4-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.85(2H,m),7.59(2H,d,J=7.8Hz),7.40(2H,d,J=7.8Hz),7.35(1H,dd,J=9.3,2.1Hz),6.93(2H,m),6.88(1H,s),6.42(1H,m),5.17(1H,s),4.02(3H,s),3.35(3H,s),3.23(1H,m),3.10(1H,m),2.06(2H,m),1.68(2H,m),1.43(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=240Hz),155.5,152.2,151.1,149.8,143.3,139.2,136.4(d,J=11Hz),135.8,134.7,130.7,128.1,125.0,124.6,123.8,121.7,116.9,114.9(d,J=26Hz),114.6(d,J=9Hz),113.5(d,J=22Hz),99.8,89.0,78.2,57.0,55.9,53.7,30.7,29.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30F4N5O3:608.2207;实测值608.2181.
TBI-862,8-氟-5-(4-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.83(2H,m),7.59(2H,d,J=7.8Hz),7.40(3H,m),6.92(2H,m),6.87(1H,8),6.42(1H,m),5.17(1H,s),4.03(3H,s),3.08(1H,m),1.76(2H,m),1.58(3H,m),1.41(2H,m),1.25(3H,m).13CNMR(100MHz,CDC13)δ:158.6(d,J=240Hz),155.5,152.4,150.5,149.7,143.4,139.1,136.2(d,J=11Hz),135.9,134.6,130.8,128.1,125.0,124.7,123.9,121.7,116.8,114.9(d,J=24Hz),114.5(d,J=9Hz),113.5(d,J=22Hz),99.7,89.3,57.7,53.7,33.5,25.9,24.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28F4N5O2:578.2174;实测值578.2114.
TBI-863,8-氟-5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,d,J=2.1Hz),7.67(1H,dd,J=8.1,2.4Hz),7.59(2H,d,J=8.1Hz),7.40(2H,d,J=8.1Hz),7.37(1H,m),7.17(1H,d,J=8.1Hz),6.85(1H,m),6.68(1H,s),6.40(1H,m),5.21(1H,s),3.44(1H,m),2.56(3H,s),1.10(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:158.6(d,J=241Hz),153.7,152.0,150.3,149.8,145.1,143.9,136.5(d,J=11Hz),135.8,134.7,133.8,130.7,129.7,127.9,123.7,123.2,119.1,114.7(d,J=24Hz),114.6(d,J=9Hz),113.4(d,J=22Hz),98.4,88.9,49.5,23.8,23.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24F4N5O:522.1911;实测值522.1898.
TBI-864,8-氟-5-(4-三氟甲氧基苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.42(1H,br.s),7.63(1H,dd,J=8.1,2.4Hz),7.58(2H,d,J=8.1Hz),7.42(2H,d,J=8.1Hz),7.34(1H,m),7.16(1H,d,J=8.1Hz),6.85(1H,m),6.62(1H,s),6.35(1H,dd,J=9.3,5.4Hz),5.48(1H,s),2.71(1H,m),2.56(3H,s),0.88(2H,m),0.83(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=242Hz),153.9,152.2,149.7,144.9,144.0,143.8,136.5(d,J=10Hz),135.8,134.5,133.6,130.8,129.9,128.2,123.7,123.3,119.1,114.7(d,J=23Hz),114.6(d,J=10Hz),113.4(d,J=23Hz),98.4,89.2,33.0,23.9,11.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H22F4N5O:520.1755;实测值520.1743.
TBI-865,8-氟-5-(4-三氟甲氧基苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,br.s),7.66(1H,dd,J=8.1,2.1Hz),7.59(2H,d,J=8.1Hz),7.40(2H,d,J=8.1Hz),7.36(1H,m),7.17(1H,d,J=8.1Hz),6.87(1H,m),6.67(1H,s),6.43(1H,m),5.17(1H,s),3.04(1H,m),2.56(3H,s),1.73(2H,m),1.58(3H,m),1.37(2H,m),1.16(3H,m).13C NMR(100MHz,CDCl3)δ:159.8(d,J=239Hz),153.7,152.1,150.4,149.7,145.1,143.9,136.5(d,J=10Hz),135.9,134.7,133.9,130.8,129.7,127.9,123.9,123.2,119.1,114.9(d,J=23Hz),114.6(d,J=10Hz),113.4(d,J=23Hz),98.4,89.2,58.2,33.6,25.8,24.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28F4N5O:562.2224;实测值562.2182.
TBI-866,8-氟-5-(4-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,br.s),7.67(1H,br.d,J=7.8Hz),7.59(2H,d,J=8.1Hz),7.40(2H,d,J=8.1Hz),7.37(1H,m),7.18(1H,d,J=7.8Hz),6.88(1H,m),6.68(1H,s),6.44(1H,m),5.18(1H,s),3.36(3H,s),3.19(1H,m),3.07(1H,m),2.57(3H,s),2.07(2H,m),1.68(2H,m),1.43(2H,m),1.17(2H,m).13C NMR(100MHz,CDCl3)δ:158.6(d,J=239Hz),153.8,151.9,151.0,149.8,144.9,143.9,136.5(d,J=10Hz),135.8,134.5,133.8,130.8,129.7,127.9,123.8,123.3,119.1,114.9(d,J=24Hz),114.6(d,J=10Hz),113.5(d,J=21Hz),98.5,88.9,78.4,57.4,55.8,31.1,29.9,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30F4N5O2:592.2271;实测值592.2247.
TBI-898,7-甲氧基-5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=1.5Hz),7.70(2H,d,J=7.8Hz),7.67(1H,m),7.61(1H,d,J=9.0Hz),7.29(2H,d,J=7.8Hz),7.14(1H,d,J=8.4Hz),6.77(1H,dd,J=9.0,2.1Hz),6.70(1H,s),5.91(1H,d,J=2.1Hz),5.26(1H,s),3.70(3H,s),3.45(1H,m),2.55(3H,s),1.09(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:159.3,152.9,150.4:148.7,143.5,143.4,136.1,135.7,134.7,134.3,132.6,131.7,130.6,130.3,129.5,129.1,123.1,109.4,99.1,98.9,89.4,55.5,49.3,23.8,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H27ClN5O:484.1899;实测值484.1890.
TBI-867,7-甲氧基-5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基-氨基)-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.43(1H,br.s),7.70(2H,d,J=8.1Hz),7.67(1H,m),7.61(1H,d,J=9.0Hz),7.29(2H,d,J=8.1Hz),7.14(1H,d,J=8.4Hz),6.78(1H,dd,J=9.0,1.8Hz),6.71(1H,s),5.94(1H,d,J=1.8Hz),5.24(1H,s),3.71(3H,s),3.36(3H,s),3.18(1H,m),3.09(1H,m),2.55(3H,s),2.07(2H,m),1.70(2H,m),1.42(2H,m),1.17(2H,m).13C NMR(100MHz,CDCl3)δ:159.4,153.0,151.2,148.5,143.5,143.3,136.0,135.9,134.7,134.2,132.5,131.6,130.7,130.2,129.5,129.1,123.1,109.6,99.2,98.8,89.4,78.5,57.2,55.8,55.5,31.2,29.9,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H33ClN5O2:554.2277;实测值554.2269.
TBI-868,7-甲氧基-5-(4-氯苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.40(1H,d,J=2.1Hz),7.70(2H,d,J=8.7Hz),7.64(1H,dd,J=8.7,2.1Hz),7.61(1H,d,J=9.0Hz),7.31(2H,d,J=8.7Hz),7.14(1H,d,J=8.7Hz),6.76(1H,dd,J=9.0,2.4Hz),6.65(1H,s),5.90(1H,d,J=2.4Hz),5.53(1H,s),3.70(3H,s),2.72(1H,m),2.54(3H,s),0.87(2H,m),0.79(2H,m).13C NMR(100MHz,CDCl3)δ:159.4,153.1,152.6,148.9,143.6,143.2,136.1,135.7,134.5,134.2,132.8,131.8,130.7,130.4,129.4,129.3,123.1,109.3,99.1,98.9,89.8,55.5,32.8,23.8,9.8.HRMS (ESI-TOF+):m/z[M+H]+计算值:C28H25ClN5O:482.1660;实测值482.1667.
TBI-869,7-甲氧基-5-(4-氯苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,br.s),7.70(2H,d,J=8.4Hz),7.64(1H,m),7.61(1H,m),7.31(2H,d,J=8.7Hz),7.14(1H,d,J=7.8Hz),6.81(1H,m),6.74(1H,s),5.96(1H,br.s),5.26(1H,s),3.70(3H,s),3.05(1H,m),2.53(3H,s),1.72(2H,m),1.60(3H,m),1.34(2H,m),1.16(3H,m).13C NMR(100MHz,CDCl3)δ:160.2,153.1,152.7,150.7,143.6,143.1,135.9,135.8,134.7,134.3,132.4,131.6,130.6,130.2,129.5,129.4,123.1,109.7,99.2,98.7,89.7,57.7,55.6,33.4,25.7,24.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31ClN5O:524.2174;实测值524.2155.
TBI-858,7-氟-5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.88(1H,br.s),7.82(2H,m),7.64(1H,m),7.59(2H,d,J=8.7Hz),7.40(2H,d,J=8.7Hz),6.91(2H,m),6.87(1H,s),6.12(1H,m),5.24(1H,s),4.03(3H,s),3.42(1H,m),1.09(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:161.2(d,J=246Hz),155.5,150.5,150.4,149.9,142.7,138.9,135.5,134.4,132.5(d,J=11.5Hz),132.3,130.7,129.8(d,J=9.9Hz),124.9,124.8,123.8,116.8,110.4(d,J=23.4Hz),100.6(d,J=28.6Hz),100.0,90.0,53.7,49.5,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24F4N5O2:538.1861;实测值538.1833.
TBI-857,7-氟-5-(4-三氟甲氧基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基-氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.54(1H,br.s),7.80(2H,m),7.62(1H,dd,J=8.7,6.0Hz),7.59(2H,d,J=8.1Hz),7.42(2H,d,J=8.1Hz),6.90(2H,m),6.83(1H,s),6.09(1H,dd,J=7.2,2.4Hz),5.52(1H,s),4.01(3H,s),2.71(1H,m),0.90(2H,m),0.84(2H,m).13CNMR(100MHz,CDCl3)δ:161.2(d,J=246Hz),155.4,152.4,150.7,149.9,142.5,139.0,135.5,134.2,132.6(d,J=11.1Hz),132.4,130.7,129.6(d,J=9.6Hz),125.0,124.7,123.8,116.8,110.4(d,J=23.5Hz),100.6(d,J=28.6Hz),100.0,90.4,53.7,33.0,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值C28H22F4N5O2:536.1704;实测值536.1679.
TBI-856,7-氟-5-(4-三氟甲氧基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.94(1H,br.s),7.81(2H,m),7.63(1H,dd,J=9.3,6.3Hz),7.60(2H,d,J=8.7Hz),7.40(2H,d,J=8.7Hz),6.90(2H,m),6.87(1H,s),6.16(1H,dd,J=10.2,2.4Hz),5.20(1H,s),4.03(3H,s),3.08(1H,m),1.75(2H,m),1.58(3H,m),1.40(3H,m),1.21(2H,m).13C NMR(100MHz,CDCl3)δ:161.7(d,J=247Hz),155.4,150.6,150.5,149.8,142.6,138.7,135.6,134.3,132.4(d,J=11.5Hz),132.3,130.7,129.7(d,J=9.9Hz),124.9,124.5,123.9,116.8,110.4(d,J=23.4Hz),100.5(d,J=28.6Hz),100.0,90.2,57.8,53.7,33.6,25.9,24.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28F4N5O2:578.2174;实测值578.2161.
TBI-855,7-氟-5-(4-三氟甲氧基苯基)-3-(4-四氢吡喃基)亚氨基)-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.93(1H,br.s),7.83(2H,m),7.71(1H,dd,J=9.3,6.3Hz),7.61(2H,d,J=8.7Hz),7.41(2H,d,J=8.7Hz),6.96(2H,m),6.93(1H,s),6.18(1H,m),5.21(1H,s),4.04(3H,s),4.01(2H,m),3.41(3H,m),1.65(4H,m).13C NMR(100MHz,CDCl3)δ:161.9(d,J=246Hz),155.4,151.1,150.1,150.0,142.5,139.0,135.5,134.6,132.4(d,J=11.1Hz),132.2,130.5,130.1(d,J=9.6Hz),125.2,124.7,123.7,116.8,110.8(d,J=23.5Hz),100.7(d,J=28.6Hz),97.5,89.7,65.7,53.9,53.8,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H26F4N5O3:580.1966;实测值580.1930.
TBI-854,7-氟-5-(4-三氟甲氧基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.4Hz),7.65(2H,m),7.59(2H,d,J=8.7Hz),7.40(2H,d,J=8.7Hz),7,16(1H,d,J=8.1Hz),6.88(1H,m),6.67(1H,s),6.13(1H,dd,J=10.2,2.1Hz),5.24(1H,s),3.43(1H,m),2.56(3H,s),1.09(6H,d,J=6.3Hz).13CNMR(100MHz,CDCl3)δ:161.6(d,J=246Hz),153.5,150.3,150.2,149.9,144.2,143.8,135.5,134.4,134.0,132.4,132.3(d,J=11.1Hz),130.6,129.7(d,J=9.5Hz),129.5,123.7,123.2,110.5(d,J=23.3Hz),100.6(d,J=28.6Hz),98.7,89.8,49.5,23.8,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24F4N5O:522.1911;实测值522.1872.
TBI-853,7-氟-5-(4-三氟甲氧基苯基)-3-环己基亚氨基)-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,d,J=2.7Hz),7.66(2H,m),7.60(2H,d,J=8.7Hz),7.40(2H,d,J=8.7Hz),7.16(1H,d,J=8.4Hz),6.87(1H,m),6.66(1H,s),6.17(1H.dd,J=11.2,2.4Hz),5.21(1H,s),3.04(1H,m),2.56(3H,s),1.73(2H,m),1.58(3H,m),1.37(2H,m),1.18(3H,m).13C NMR(100MHz,CDCl3)δ:161.6(d,J=246Hz),153.5,150.5,150.4,149.9,144.3,143.8,135.7,134.3,134.0,132.3,132.2(d,J=11.1Hz),130.6,129.7(d,J=9.5Hz),129.5,124.0,123.2,110.5(d,J=23.2Hz),100.6(d,J=28.6Hz),98.7,90.1,58.3,33.7,25.8,24.7,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28F4N5O:562.2224;实测值562.2196.
TBI-852,7-氟-5-(4-三氟甲氧基苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,d,J=2.1Hz),7.65(2H,m),7.59(2H,d,J=8.4Hz),7.39(2H,d,J=8.4Hz),7.16(1H,d,J=8.1Hz),6.89(1H,m),6.68(1H,s),6.17(1H,dd,J=11.8,2.1Hz),5.21(1H,s),3.35(3H,s),3.18(1H,m),3.06(1H,m),2.56(3H,s),2.06(2H,m),1.67(2H,m),1.38(2H,m),1.17(2H,m).13CNMR(100MHz,CDCl3)δ:161.6(d,J=246Hz),153.6,151.0,150.2,150.0,144.2,143.8,135.5,134.4,133.9,132.3,132.2(d,J=11.1Hz),130.6,129.8(d,J=9.5Hz),129.5,123.8,123.2,110.6(d,J=23.2Hz),100.6(d,J=28.6Hz),98.8,89.8,78.4,57.5,55.8,31.2,29.9,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30F4N5O2:592.2271;实测值592.2255.
TBI-1051,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.76(1H,br s),8.56(2H,d,J=4.5Hz),8.49(s,1H),7.77(1H,d,J=6.9Hz),7.71(2H,m),7.32(2H,m),7.17(2H,m),6.83(1H,m),6.44(1H,d,J=6.9Hz),5.28(1H,s),3.47(1H,m),1.10(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:159.3,157.9,151.8,150.1,140.2,136.0,135.7,135.0,132.0,131.7,130.5,128.8,128.3,122.8,113.7,113.5,108.4,89.0,49.4,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H22ClN6:441.1589;实测值441.1589.
TBI-1052,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:12.23(1H,br s),8.73(1H,s),8.66(1H,d,J=3.9Hz),8.56(1H,d,J=8.1Hz),7.76(1H,d,J=5.1Hz),7.43(2H,m),7.36(2H,m),7.17(1H,m),6.95(1H,dd,J=7.8,4.5Hz),6.44(1H,m),5.28(1H,s),3.48(1H,m),1.15(6H,d,J=6.3Hz).13CNMR(100MHz,CDCl3)δ:162.8(d,J=247.7Hz),154.3,151.9,150.6,148.8,140.4,135.6,135.5,135.1,133.2,132.4,130.9,130.8,129.0,128.8,128.5,122.9,118.6(d,J=23.1Hz),114.8,113.8,111.5,89.1,49.5,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H22FN6O2:469.1783;实测值469.1781.
TBI-1053,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.75(1H,br s),8.54(2H,d,J=4.8Hz),8.48(1H,s),7.77(1H,s),7.42(2H,m),7.35(2H,m),7.16(2H,s),6.81(1H,m),6.45(1H,s),5.25(1H,s),3.44(1H,m),1.08(6H,d,J=4.8Hz).13C NMR(100MHz,CDCl3)δ:162.8(d,J=248.9Hz),159.4,157.8,151.8,150.2,140.1,135.3,133.3,132.2,131.3,130.9,130.8,130.2,128.8,128.3,122.8,118.5(d,J=22.6Hz),113.8,113.5,108.4,89.0,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H22FN6:425.1884;实测值425.1892.
TBI-1054,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(1H,d,J=3.0Hz),8.28(1H,s),7.77(1H,d,J=6.9Hz),7.58(1H,m),7.42(2H,m),7.36(2H,m),7.16(2H,m),6.99(1H,d,J=8.1Hz),6.86(1H,m),6.46(1H,d,J=7.8Hz),5.26(1H,s),3.45(1H,m),1.09(6H,d,J=6.0Hz).13CNMR(100MHz,CDCl3)δ:162.8(d,J=249.2Hz),154.1,151.8,150.6,148.2,141.0,137.1,135.8,135.1,133.5,132.0,131.0,130.9,128.6,127.8,122.7,118.4(d,J=22.9Hz),116.3,113.8,112.8,105.4,89.0,49.3,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H23FN5:424.1932;实测值424.1929.
TBI-1055,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,s),8.29(2H,m),8.05(1H,d,J=2.7Hz),7.78(1H,dd,J=6.6,2.7Hz),7.43(2H,m),7.35(2H,m),7.18(2H,m),6.45(1H,dd,J=7.2,2.1Hz),5.26(1H,s),3.45(1H,m),1.09(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),151.4,151.1,150.5,141.6,140.0,136.3,135.7,135.5,135.4,133.3,132.0,130.9,130.8,128.8,128.3,128.2,123.0,118.5(d,J=23.1Hz),113.9,107.4,88.9,49.3,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H22FN6:425.1884;实测值425.1883.
TBI-1057,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-氰基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.29(1H,br s),8.59(1H,s),8.53(1H,dd,J=4.8,1.8Hz),7.80(2H,m),7.45(2H,m),7.38(2H,m),7.22(2H,m),6.82(1H,dd,J=7.5,5.1Hz),6.53(1H,d,J=7.8Hz),5.31(1H,s),3.48(1H,m),1.16(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:162.9(d,J=249.3Hz),156.7,151.4,150.8,141.2,140.5,136.3,135.8,133.2,131.4,130.7,130.6,128.9,128.3,123.6,118.5(d,J=22.6Hz),116.5,114.2,108.3,97.6,88.4,48.4,23.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22FN6:448.1884;实测值449.1890.
TBI-1064,8-氰基-5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.90(1H,s),7.83(1H,m),7.44(2H,m),7.32(4H,m),6.94(1H,m),6.84(1H,s),6.45(1H,d,J=8.4Hz),5.34(1H,s),4.03(3H,s),3.47(1H,m),1.11(6H,d,J=2.4Hz).13C NMR(100MHz,CDCl3)δ:163.0(d,J=249.7Hz),155.7,152.8,150.2,143.7,139.7,135.4,135.0,134.4,132.6,131.9,130.7,130.6,130.0,125.6,124.3,118.9,118.8(d,J=15.1Hz),116.8,114.5,105.5,99.6,91.2,53.8,49.8,23.5,21.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24FN6O:479.1990;实测值479.1980.
TBI-1065,8-氰基-5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.92(1H,s),7.86(1H,d,J=4.5Hz),7.82(1H,d,J=8.1Hz),7.45(2H,m),7.33(3H,m),6.95(1H,dd,J=7.2,5.4Hz),6.87(1H,s),6.49(1H,d,J=8.4Hz),5.33(1H,s),4.04(3H,s),3.37(3H,s),3.25(1H,m),3.15(1H,m),2.09(2H,m),1.70(2H,m),1.47(2H,m),1.24(2H,m).13C NMR(100MHz,CDCl3)δ:163.0(d,J=250.9Hz),155.5,152.7,150.9,143.5,139.5,135.4,134.8,134.4,132.5,132.0,130.6,130.5,130.1,125.3,124.2,118.9,118.7(d,J=14.6Hz),116.9,114.5,105.6,99.7,91.1,57.2,55.8,53.8,30.7,29.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30FN6O2:549.2409;实测值549.2393.
TBI-1066,8-氰基-5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.02(1H,br s),7.93(1H,d,J=1.5Hz),7.84(2H,m),7.46(2H,m),7.34(3H,m),6.95(1H,dd,J=7.5,5.4Hz),6.90(1H,s),6.49(1H,d,J=8.4Hz),5.31(1H,s),4.05(3H,s),3.99(2H,m),3.50(3H,m),1.66(4H,m).13C NMR(100MHz,CDCl3)δ:177.4,163.1(d,J=250.9Hz),155.4,152.5,150.8,143.4,140.5,139.5,135.4,134.7,134.6,133.7,132.5,132.1,130.8,130.6,130.5,130.2,130.1,130.0,125.1,125.0,124.3,118.8(d,J=22.6Hz),116.9,116.2,114.6,105.8,101.1,100.2,99.9,90.8,65.5,53.8,53.7,33.3.
TBI-1067,8-氰基-5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.46(1H,d,J=2.4Hz),7.89(1H,s),7.66(1H,dd,J=8.4,2.7Hz),7.45(2H,m),7.31(3H,m),7.19(1H,d,J=8.1Hz),6.64(1H,s),6.46(1H,d,J=8.7Hz),5.34(1H,s),3.47(1H,m),2.59(3H,s),1.10(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:163.0(d,J=250.1Hz),154.1,152.5,150.0,145.3,144.0,135.4,134.8,134.5,133.5,132.6,132.0,130.6,130.5,130.0,123.3,118.8(d,J=22.6Hz),118.7,114.5,105.6,98.5,91.0,49.8,23.9,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24FN6:463.2041;实测值:463.2053.
TBI-1068,8-氰基-5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,s),7.90(1H,s),7.65(1H,d,J=8.7Hz),7.44(2H,m),7.32(3H,m),7.19(1H,d,J=8.1Hz),6.64(1H,s,),6.49(1H,d,J=8.4Hz),5.32(1H,s),3.36(3H,s),3.20(1H,m),3.10(1H,m),2.57(3H,s),2.08(2H,m),1.67(2H,m),1.45(2H,m),1.21(2H,m).13C NMR(100MHz,CDCl3)δ:163.0(d,J=251.3Hz),154.2,152.4,150.8,145.2,144.0,135.4,134.7,134.5,133.4,132.5,132.0,130.6,130.5,130.0,129.9,123.3,118.8(d,J=22.6Hz),118.9,114.6,105.7,98.6,91.0,78.3,57.7,55.8,31.2,29.8,23.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H30FN6O:533.2460;实测值533.2446.
TBI-1075,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(3-氰基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.29(1H,br s),8.58(1H,s),8.52(1H,d,J=3.3Hz),7.81(2H,m),7.73(2H,d,J=8.4Hz),7.33(2H,d,J=8.4Hz),7.21(2H,m),6.82(1H,dd,J=7.2,4.8Hz),6.51(1H,d,J=8.1Hz),5.32(1H,s),3.49(1H,m),1.16(6H,d,J=6.0Hz).13CNMR(100MHz,CDCl3)δ:156.5,152.1,151.3,150.8,141.2,140.4,136.2,136.0,135.7,135.5,131.7,131.3,130.2,128.9,128.3,123.6,116.4,114.3,114.2,108.3,97.5,88.5,48.5,23.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22ClN6:465.1589;实测值465.1583.
TBI-1076,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.38(1H,d,J=4.5Hz),8.27(1H,s),7.75(1H,d,J=8.1Hz),7.70(2H,d,J=8.7Hz),7.57(1H,m),7.31(2H,d,J=8.7Hz),7.15(2H,m),6.98(1H,d,J=8.7Hz),6.85(1H,m),6.43(1H,d,J=7.5Hz),5.26(1H,s),3.45(1H,m),1.08(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:154.1,151.7,150.5,148.2,141.0,137.1,136.1,135.7,135.6,134.8,131.7,131.6,130.5,128.6,127.8,122.8,116.3,113.7,112.8,105.4,89.0,49.3,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H23ClN5:440.1636;实测值440.1647.
TBI-1077,5-(4-氯苯基)-3-(1-甲基乙基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.43(1H,s),8.29(2H,m),8.05(1H,d,J=2.4Hz),7.77(1H,d,J=6.9Hz),7.71(2H,d,J=8.1Hz),7.31(2H,d,J=8.1Hz),7.17(2H,m),6.45(1H,d,J=7.8Hz),5.28(1H,s),3.47(1H,m),1.11(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:151.4,151.0,150.4,141.6,140.0,136.4,135.9,135.8,135.5,135.1,131.7,130.4,128.9,128.4,123.0,113.8,107.5,88.9,49.3,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H22ClN6:441.1589;实测值441.1567.
TBI-1078,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.20(1H,br s),8.38(1H,d,J=3.6Hz),8.26(1H,s),7.76(1H,dd,J=7.2,2.1Hz),7.57(1H,m),7.41(2H,m),7.34(2H,m),7.16(2H,m),6.97(1H,d,J=8.4Hz),6.85(1H,m),6.48(1H,dd,J=7.2,1.8Hz),5.23(1H,s),3.36(3H,s),3.19(1H,m),3.07(1H,m),2.06(2H,m),1.68(2H,m),1.41(2H,m),1.21(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),154.0,151.6,151.4,148.2,140.9,137.1,135.8,135.1,133.4,131.9,130.9,130.8,128.6,127.9,122.8,118.4(d,J=23.0Hz),116.3,113.8,112.8,105.4,89.0,78.5,57.3,55.8,31.1,29.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H29FN5O:494.2351;实测值494.2345.
TBI-1079,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,s),8.29(2H,s),8.06(1H,s),7.78(1H,d,J=7.8Hz),7.42(2H,m),7.35(2H,m),7.19(2H,m),6.49(1H,d,J=7.8Hz),5.24(1H,s),3.37(3H,s),3.21(1H,m),3.08(1H,m),2.07(2H,m),1.69(2H,m),1.43(2H,m),1.22(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=250.5Hz),151.2,151.0,141.6,139.9,136.3,135.8,135.3,133.2,131.9,130.8,130.7,128.9,128.5,123.1,118.4(d,J=23.1Hz),113.9,107.5,88.9,78.4,57.2,55.8,31.1,29.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28FN6O:495.2303;实测值495.2293.
TBI-1080,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.69(1H,br s),8.54(2H,d,J=4.8Hz),8.49(1H,s),7.77(1H,d,J=8.1Hz),7.41(2H,m),7.34(2H,m),7.17(2H,m),6.82(1H,m),7.47(1H,d,J=8.1Hz),5.24(1H,s),3.37(3H,s),3.21(1H,m),3.08(1H,m),2.07(2H,m),1.69(2H,m),1.43(2H,m),1.22(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.7Hz),159.3,157.9,151.7,151.0,140.1,135.7,135.3,133.3,132.1,130.9,130.8,128.8,128.4,122.8,118.4(d,J=22.6Hz),113.8,113.5,108.5,89.0,78.5,57.4,55.8,31.1,29.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28FN6O:495.2303;实测值495.2306.
TBI-1082,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-氰基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.33(1H,br s),8.59(1H,s),8.53(1H,dd,J=4.5,1.2Hz),7.80(2H,dd,J=7.5,1.8Hz),7.43(2H,m),7.36(2H,m),7.21(2H,m),6.84(1H,dd,J=7.5,4.8Hz),6.52(1H,d,J=8.7Hz),5.27(1H,s),3.35(3H,s),3.26(1H,m),3.15(1H,m),2.07(2H,m),1.73(2H,m),1.47(2H,m),1.24(2H,m).13C NMR(100MHz,CDCl3)δ:162.9(d,J=250.2Hz),155.9,152.1,151.4,151.1,141.2,139.9,136.0,135.6,133.1,131.7,130.7,130.6,129.0,128.5,123.4,118.5(d,J=22.6Hz),116.2,114.5,114.1,108.7,96.8,88.6,77.9,56.0,55.8,30.4,29.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H28FN6O:519.2303;实测值:519.2338.
TBI-1083,5-(4-氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:12.20(1H,br s),8.73(1H,s),8.66(1H,m),8.56(1H,d,J=8.1Hz),7.77(1H,m),7.42(2H,m),7.35(2H,m),7.18(2H,m),6.95(1H,dd,J=7.8,4.5Hz),6.47(1H,m),5.25(1H,s),3.36(3H,s),3.27(1H,m),3.14(1H,m),2.11(2H,m),1.72(2H,m),1.54(2H,m),1.24(2H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),154.3,151.8,151.3,148.7,140.2,135.7,135.5,135.2,133.1,132.4,130.9,130.8,129.0,128.9,122.9,118.5(d,J=22.6Hz),114.8,113.9,111.6,89.1,78.2,56.9,55.8,30.7,29.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28FN6O3:539.2201;实测值539.2204.
TBI-1084,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.70(1H,br s),8.56(2H,d,J=4.8Hz),8.53(1H,s),7.79H,d,J=7.2Hz),7.44(2H,m),7.35(2H,m),7.19(2H,m),6.83(1H,m),6.48(1H,d,J=Hz),5.23(1H,s),3.98(2H,m),3.41(3H,m),1.64(4H,m).13C NMR(100MHz,CDCl3)δ162.8(d,J=249.3Hz),159.3,157.9,151.5,151.0,140.1,135.7,135.4,133.3,132.0,130.9,130.8,128.9,128.4,123.0,118.5(d,J=22.7Hz),113.9,113.6,108.5,88.9,66.0,54.3,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24FN6O:467.1990;实测值467.1980.
TBI-1085,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.50(1H,brs),8.47(1H,s),8.30(2H,m),8.06(1H,d,J=2.4Hz),7.79(1H,d,J=9.0Hz),7.44(2H,m),7.35(2H,m),7.20(2H,m),6.49(1H,d,J=9.0Hz),5.23(1H,s),3.98(2H,m),3.41(3H,m),1.64(4H,m).13C NMR(100MHz,CDCl3)δ:162.9(d,J=249.7Hz),151.2,150.9,141.6,139.9,136.3,135.7,135.5,133.2,131.9,130.8,130.7,129.0,128.6,123.2,118.5(d,J=22.6Hz),114.0,107.6,88.7,66.1,54.2,33.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H24FN6O:467.1990;实测值467.1979.
TBI-1086,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-氰基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.38(1H,br s),8.63(1H,s),8.55(1H,d,J=7.2Hz),7.82(2H,m),7.44(2H,m),7.36(2H,m),7.21(2H,m),6.88(1H,m),6.50(1H,d,J=7.2Hz),5.25(1H,s),4.03(2H,m),3.47(3H,m),1.69(4H,m).13C NMR(100MHz,CDCl3)δ:162.9(d,J=249.7Hz),155.3,152.1,151.2,151.1,141.3,139.6,135.9,135.7,133.2,131.9,130.8,130.7,129.0,128.7,123.3,118.6(d,J=22.7Hz),115.9,114.8,114.1,109.0,96.5,88.6,66.5,53.0,33.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H24FN6O:491.1990;实测值491.1981.
TBI-1087,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.25(1H,br s),8.39(1H,d,J=3.3Hz),8.34(1H,s),7.78(1H,dd,J=7.5,1.8Hz),7.58(1H,m),7.43(2H,m),7.35(2H,m),7.18(2H,m),6.96(1H,d,J=8.4Hz),6.86(1H,m),6.48(1H,dd,J=7.5,1.8Hz),5.23(1H,s),3.96(2H,m),3.38(3H,m),1.63(4H,m).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),154.0,151.5,151.3,148.2,140.9,137.2,135.8,135.3,133.4,131.8,130.9,130.8,128.7,128.0,123.0,118.4(d,J=22.6Hz),116.4,113.9,112.9,105.6,88.8,66.1,54.1,33.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H25FN5O:466.2038;实测值466.2022.
TBI-1088,5-(4-氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:12.20(1H,s),8.78(1H,s),8.67(1H,m),8.57(1H,d,J=8.1Hz),7.79(1H,m),7.44(2H,m),7.37(2H,m),7.20(2H,m),6.97(1H,m),6.48(1H,m),5.25(1H,s),4.06(2H,m),3.50(3H,m),1.71(4H,m).13C NMR(100MHz,CDCl3)δ:162.9(d,J=249.3Hz),154.3,151.7,151.4,148.7,140.2,135.7,135.6,135.2,133.2,132.3,130.8,130.7,129.1,129.0,123.1,118.6(d,J=22.7Hz),115.0,113.9,111.7,89.0,65.5,53.5,33.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H24FN6O3:511.1888;实测值511.1884.
TBI-1090,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:9.68(1H,br s),8.54(2H,d,J=4.8Hz),8.48(1H,s),7.77(1H,m),7.69(2H,d,J=8.4Hz),7.29(2H,d,J=8.4Hz),7.16(2H,m),6.81(1H,m),6.45(1H,m),5.25(1H,s),3.36(3H,s),3.19(1H,m),3.09(1H,m),2.06(2H,m),1.64(2H,m),1.43(2H,m),1.18(2H,m);13C NMR(100MHz,CDCl3)δ:159.3,157.9,151.7,150.9,140.1,135.8,135.7,135.0,131.9,131.6,130.4,128.9,128.4,122.9,113.8,113.5,108.5,89.0,78.5,57.3,55.8,31.1,29.8;HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28ClN6O:511.2008;实测值511.1993.
TBI-1091,5-(4-氯苯基)-3-(4-甲氧基环己基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.44(1H,s),8.29(2H,s),8.06(1H,s),7.79(1H,dd,J=5.1,3.3Hz),7.71(2H,d,J=7.8Hz),7.30(2H,d,J=7.8Hz),7.19(2H,m),6.48(1H,dd,J=5.13.3Hz),5.26(1H,s),3.37(3H,s),3.21(1H,m),3.11(1H,m),2.08(2H,m),1.68(2H,m),1.44(2H,m),1.22(2H,m).13C NMR(100MHz,CDCl3)δ:151.3,151.1,150.9,141.6,139.9,136.3,135.9,135.8,135.6,135.1,131.8,131.6,130.3,128.9,128.5,123.1,113.9,107.5,88.9,78.4,57.1,55.8,31.1,29.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28ClN6O:511.2008;实测值511.1977.
TBI-1092,5-(4-氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.70(2H,m),7.42(2H,m),7.34(2H,m),7.14(2H,m),6.81(1H,s),6.73(1H,d,J=7.5Hz),6.44(1H,d,J=7.5Hz),5.26(1H,s),4.00(3H,s),3.44(1H,m),2.44(3H,s),1.10(6H,d,J=6.3Hz).13C NMR(100MHz,CDCl3)δ:162.8(d,J=249.3Hz),155.1,151.3,150.8,148.6,143.5,135.7,135.0,133.6,131.7,130.9,130.8,128.1,127.3,126.7,122.8,121.6,118.4(d,J=22.7Hz),115.4,113.8,99.3,89.2,63.7,53.5,49.3,23.6.HRMS(ESI-TOF+):m/z[M+H]+计算值:C28H27FN5O:468.2194;实测值468.2188.
TBI-1220,5-(4-乙酰氨基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.90(2H,d,J=7.8Hz),7.82(2H,m),7.69(1H,d,J=6.0Hz),7.28(2H,m),7.13(2H,m),6.91(2H,m),6.48(1H,d,J=7.8Hz),5.34(1H,s),4.03(3H,s),3.45(1H,m),2.29(3H,s),1.15(6H,d,J=6.0Hz).13C NMR(100MHz,CDCl3)δ:168.6,155.5,151.2,150.7,142.9,139.1,138.8,135.6,135.0,132.9,132.0,129.5,128.0,127.6,124.9,124.8,122.8,121.8,116.8,114.1,100.1,89.2,53.7,49.2,24.7,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H29N6O2:492.2274;实测值492.2254.
TBI-1221,5-(4-乙酰氨基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.89(2H,d,J=8.4Hz),7.81(3H,m),7.66(1H,d,J=5.8Hz),7.29(2H,d,J=8.7Hz),7.12(3H,m),6.87(1H,s),6.45(1H,d,J=7.8Hz),5.6(1H,s),4.00(3H,s),2.72(1H,s),2.26(3H,s),0.85(4H,m).13C NMR(100MHz,CDCl3)δ:168.7,155.6,152.7,151.1,147.4,142.5,139.1,135.9,134.9,132.8,132.0,129.4,128.1,127.8,125.5,124.6,123.0,121.9,116.8,114.2,100.3,89.7,53.7,32.5,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27N6O2:490.2117;实测值490.2088.
TBI-1222,5-(4-乙酰氨基苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.14(1H,s),9.04(1H,s),8.18(2H,d,J=7.8Hz),8.09(2H,m),7.76(1H,d,J=8.4Hz),7.60(2H,m),7.25(2H,m),7.08(1H,d,J=8.4Hz),6.95(1H,m),6.65(1H,s),5.87(1H,s),3.90(3H,s),3.71(1H,m),3.29(3H,s),3.19(1H,m),2.33(3H,s),2.10(2H,m),1.60(2H,m),1.25(2H,m),1.09(2H,m).13C NMR(100MHz,CDCl3)δ:169.6,158.4,151.5,145.8,144.6,141.7,141.5,138.8,135.5,135.3,131.3,130.2,130.0,129.8,127.5,127.3,122.1,121.7,117.5,105.7,89.7,55.9,54.3,53.6,29.9,28.7,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H35N6O3:562.2692;实测值562.2742.
TBI-1223,5-(4-乙酰氨基苯基)-3-环己基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.91(2H,d,J=8.1Hz),7.81(2H,m),7.70(1H,d,J=7.8Hz),7.27(2H,m),7.14(2H,m),6.91(2H,m).6.52(1H,d,J=7.8Hz),5.35(1H,s),4.02(3H,s),3.15(1H,m),2.28(3H,s),1.47(10H,m).13C NMR(100MHz,CDCl3)δ:168.6,155.5,151.0,150.7,142.8,139.2,138.8,135.8,135.0,132.8,131.9,129.3,128.1,127.7,124.9,122.9,121.7,116.8,114.2,100.4,89.4,56.9,53.7,33.3,25.9,24.7,24.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C32H33N6O2:532.2587;实测值532.2576.
TBI-1224,5-(4-乙酰氨基苯基)-3-(4-四氢吡喃基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:10.36(1H,s),9.70(1H,s),8.69(1H,s),8.29(2H,d,J=8.1Hz),8.16(1H,d,J=7.5Hz),7.85(1H,m),7.67(2H,m),7.38(1H,s),7.18(2H,d,J=8.1Hz),5.93(1H,s),3.90(2H,m),3.49(1H,m),3.26(2H,m),2.62(3H,s),2.35(3H,s),2.11(2H,m),1.83(2H,m).13C NMR(100MHz,CDCl3)δ:170.1,151.1,145.4,142.3,139.3,135.3,132.9,132.3,130.4,130.0,129.8,127.8,127.4,124.6,121.9,117.2,105.9,90.3,66.0,52.0,31.0,24.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H31N6O2:518.2430;实测值:518.2472.
TBI-1225,5-(4-乙酰氨基苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.85(4H,m),7.71(1H,d,J=7.2Hz),7.61(1H,m),7.30(1H,s),7.16(2H,m),6.98(1H,s),6.92(1H,m),6.52(1H,d,J=7.2Hz),5.31(1H,s),4.04(3H,s),3.98(1H,m),3.49(4H,m),2.29(3H,s),1.65(4H,m).13C NMR(100MHz,CDCl3)δ:168.9,155.6,151.5,151.0,142.8,139.6,139.0,136.0,135.5,133.0,128.5,128.2,125.0,123.4,122.0,117.1,114.6,100.8,89.2,65.8,54.0,53.3,33.4,25.0.HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H31N6O3:534.2379;实测值534.2350.
TBI-1227,5-(4-乙酰氨基苯基)-3-(1,3-二甲氧基异丙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:7.85(4H,m),7.72(2H,d,J=6.9Hz),7.28(1H,s),7.17(2H,m),6.95(1H,s),6.90(1H,m),6.53(1H,d,J=7.5Hz),5.53(1H,s),4.01(3H,s),3.72(1H,m),3.55(2H,m),3.39(2H,m),3.27(6H,s),2.27(3H,s).13CNMR(100MHz,CDCl3)δ:168.6,155.7,153.5,142.6,139.5,132.5,131.7,129.2,128.3,125.8,124.6,123.3,121.8,116.9,114.5,100.8,90.1,56.2,58.3,53.6,24.7.HRMS(ESI-TOF+):m/z [M+H]+计算值:C31H33N6O4:552.2485;实测值552.2474.
TBI-1228,5-(4-乙酰氨基苯基)-3-(1-甲基乙基)亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,s),7.90(2H,d,J=8.1Hz),7.68(2H,m),7.28(2H,m),7.14(3H,m),6.73(1H,s),6.50(1H,d,J=7.8Hz),5.34(1H,s),3.45(1H,m),2.56(3H,s),2.28(3H,s),1.08(6H,m).13C NMR(100MHz,CDCl3)δ:168.8,153.3,150.6,144.0,143.7,139.5,135.9,135.1,134.2,132.6,131.6,129.6,129.2,128.2,127.9,123.3,121.7,123.3,121.7,114.4,89.1,49.0,24.7,23.7,23.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H29N6O:476.2325;实测值476.237.
TBI-1229,5-(4-乙酰氨基苯基)-3-(4-甲氧基环己基)亚氨基)-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.44(1H,s),7.88(2H,d,J=8.1Hz),7.68(2H,m),7.28(2H,m),7.16(3H,m),6.72(1H,s),6.53(1H,d,J=6.3Hz),5.30(1H,s),3.36(3H,s),3.19(1H,m),3.09(1H,m),2.56(3H,s),2.30(3H,s),2.06(2H,m),1.69(2H,m),1.41(2H,m),1.18(2H,m).13C NMR(100MHz,CDCl3)δ:168.7,153.3,151.3,150.8,144.2,143.7,139.2,135.6,135.1,134.1,132.7,131.7,129.4,128.1,127.6,123.3,122.8,121.7,114.2,98.9,89.0,57.3,55.9,31.2,30.0,24.8,23.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C33H35N6O2:546.2743;实测值:546.2793.
TBI-1230,5-(4-乙酰氨基苯基)-3-环丙基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.41(1H,s),7.90(2H,s),7.64(2H,m),7.28(2H,s),7.22(3H,m),6.67(1H,s),6.48(1H,s),5.60(1H,s),2.72(1H,s),2.55(3H,s),2.27(3H,s),0.84(2H,m),0.79(2H,m).13C NMR(100MHz,CDCl3)δ:168.6,153.4,152.6,151.1,144.1,143.7,139.2,135.8,134.9,134.0,132.9,131.9,129.7,129.5,128.0,127.6,123.3,122.9,121.8,116.9,114.2,99.0,89.5,32.7,24.7,23.8,9.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27N6O:474.2168;实测值474.2176.
TBI-1231,5-(4-乙酰氨基苯基)-3-环己基亚氨基-2-(6-甲基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.45(1H,s),7.91(2H,d,J=8.1Hz),7.68(2H,m),7.28(2H,m),7.16(3H,m),6.73(1H,s),6.54(1H,m),5.35(1H,s),3.08(1H,m),2.56(3H,s),2.29(3H,s),1.44(10H,m).13C NMR(100MHz,CDCl3)δ:168.8,153.4,150.7,143.8,139.6,135.0,134.3,131.5,129.8,129.1,128.2,123.4,121.7,114.5,89.3,57.3,33.2,25.7,24.6,23.8.HRMS(ESI-TOF+):m/z [M+H]+计算值:C32H33N6O:516.2638;实测值516.2612.
TBI-1236,5-(4-甲氧基羰基苯基)-3-(1-甲基乙基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.39(2H,d,J=8.1Hz),7.82(2H,m),7.68(2H,d,J=6.9Hz),7.45(2H,d,J=8.4Hz),7.12(2H,m),6.92(2H,s),6.39(1H,d,J=7.8Hz),5.24(1H,s),4.02(6H,s),3.41(1H,m),1.07(6H,d,J=6.3Hz).13C-NMR(100MHz,CDCl3)δ:166.0,155.5,151.2,150.5,142.9,141.7,138.8,135.6,134.5,132.6,131.4,131.3,129.3,128.2,127.6,124.9,124.8,122.9,116.8,113.7,100.1,89.3,53.7,52.6,49.4,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H28N5O3:493.2114;实测值493.2113.
TBI-1237,5-(4-甲氧基羰基苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.58(1H,brs),8.39(2H,d,J=9.9Hz),7.82(2H,d,J=7.8Hz),7.67(1H,d,J=7.5Hz),7.47(2H,d,J=6.9Hz),7.11(2H,m),6.90(2H,m),6.37(1H,d,J=8.1Hz),5.50(1H,s),4.01(6H,s),2.68(1H,m),0.83(4H,m).13C NMR(100MHz,CDCl3)δ:166.0,155.4,152.4,151.4,142.6,141.7,138.9,135.7,134.3,132.7,131.4,129.4,128.2,127.6,125.0,124.7,122.9,116.8,113.7,100.0,89.7,53.7,52.6,32.9,10.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26N5O3:491.1957;实测值491.1960.
TBI-1426,5-(3,4-二氟苯基)-3-环丙基亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.58(1H,s),7.82(2H,m),7.66(1H,d,J=8.1Hz),7.52(1H,m),7.12(3H,m),6.09(1H,m),6.86(1H,s),6.42(1H,d,J=8.4Hz),5.54(1H,s),4.01(3H,s),2.77(1H,m),0.93(2H,d,J=6.0Hz),0.86(2H,d,J=2.7Hz).13C NMR(100MHz,CDCl3)δ:155.5,153.1,152.4,151.5,150.5,149.6,142.7,139.0,135.7,133.7,131.6,128.2,127.7,125.1,124.7,123.1,120.1,118.9,116.8,113.5,100.5,89.6,53.7,33.0,10.2.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22F2N5O:470.1787;实测值470.1762.
TBI-1427,5-(3,4-二氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.94(1H,brs),7.82(2H,m),7.69(1H,d,J=8.1Hz),7.53(1H,m),7.22(1H,m),7.15(3H,m),6.92(2H,m),6.46(1H,d,J=7.95Hz),5.26(1H,s),4.03(3H,s),3.36(3H,s),3.27(1H,m),3.16(1H,m),2.05(2H,m),1.73(2H,m),1.40(2H,m),1.26(2H,m).13C NMR(100MHz,CDCl3)δ:155.4,153.2,152.2,151.1,149.7,142.7,138.8,135.6,134.7,133.5,131.3,128.4,127.8,125.7,124.7,123.1,119.9,118.7,116.8,113.6,100.2,89.2,78.2,56.9,55.8,33.7,30.8,29.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C31H30F2N5O2:542.2362;实测值542.2338.
TBI-1428,5-(3,4-二氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(2-甲氧基-3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.08(1H,s),7.83(2H,d,J=7.5Hz),7.71(1H,d,J=6.6Hz),7.55(1H,m),7.18(4H,m),6.91(2H,m),6.46(1H,d,J=7.8Hz),5.25(1H,s),4.04(5H,brs),3.49(3H,m),1.68(4H,brs).13CNMR(100MHz,CDCl3)δ:155.3,153.2,152.2,151.0,149.8,142.6,138.8,135.6,134.9,133.6,131.2,128.4,127.9,125.7,124.8,124.4,123.3,120.0,118.7,116.8,113.7,100.3,88.9,65.5,53.8,53.3,33.3.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H26F2N5O2:514.2049;实测值514.2054.
TBI-1429,5-(3,4-二氟苯基)-3-环丙基亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.55(1H,d,J=1.8Hz),8.33(1H,d,J=4.2Hz),7.75(1H,d,J=8.1Hz),7.66(1H,d,J=6.3Hz),7.54(1H,m),7.30(1H,m),7.23(1H,m),7.15(3H,m),6.77(1H,s),6.43(1H,d,J=7.8Hz),5.54(1H,s),2.78(1H,m),0.93(2H,d,J=6.9Hz),0.84(2H,brs).13CNMR(100MHz,CDCl3)δ:153.1,152.1,151.2,150.6,149.7,144.5,144.1,143.5,136.6,135.6,134.6,133.6,131.5,128.3,128.2,127.8,125.8,123.6,123.1,120.0,118.8,113.6,99.4,89.5,33.0,10.1.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H20F2N5:440.1681;实测值440.1667.
TBI-1430,5-(3,4-二氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.57(1H,s),8.34(1H,d,J=4.5Hz),7.77(1H,d,J=7.8Hz),7.69(1H,d,J=7.2Hz),7.53(1H,m),7.31(1H,m),7.20(1H,m),7.16(3H,m),6.82(1H,s),6.48(1H,d,J=8.1Hz),5.27(1H,s),3.37(3H,s),3.2(1H,m),3.13(1H,m),2.10(2H,m),1.71(2H,m),1.42(2H,m),1.21(2H,m).13C NMR(100MHz,CDCl3)δ:153.1,152.2,151.0,150.8,150.6,149.7,144.4,144.0,143.6,136.6,135.6,134.7,133.5,131.2,128.5,127.9,125.6,123.6,123.2,119.9,118.7,113.7,99.5,89.1,78.4,57.4,55.8,31.2,29.9.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H28F2N5O:512.2256;实测值512.2245.
TBI-1431,5-(3,4-二氟苯基)-3,5-二氢-1’-(2-甲氧基-3-吡啶基)-2’,2’-二甲基-1’H-咪唑并[4’,5’,2,3]吩嗪:
1H NMR(300MHz,CDCl3)δ:8.24(1H,d,J=4.5Hz),7.54(3H,m),7.22(1H,m),7.12(2H,d,J=8.4Hz),7.02(2H,m),6.42(1H,d,J=8.4Hz),5.48(1H,s),5.40(1H,s),3.93(3H,s),1.26(6H,s).13C NMR(100MHz,CDCl3)δ:160.8,159.1,153.1,152.2,150.5,149.7,149.2,147.1,139.1,138.3,135.9,133.7,131.0,127.8,126.8,125.7,123.4,120.3,119.8,118.7,117.0,113.7,96.1,92.1,91.5,53.7,27.0.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H22F2N5O:470.1787;实测值470.1817.
TBI-1432,5-(3,4-二氟苯基)-3-(4-四氢吡喃基)亚氨基-2-(3-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.61(1H,s),8.36(1H,d,J=4.2Hz),7.78(1H,d,J=8.1Hz),7.72(1H,d,J=8.9Hz),7.56(1H,m),7.33(1H,m),7.25(1H,m),7.22(3H,m),6.86(1H,s),6.49(1H d,J=7.5Hz),5.28(1H,s),4.00(2H,d,J=5.4Hz),3.45(3H,m),1.66(4H,m).13C NMR(100MHz,CDCl3)δ:155.1,152.2,150.9,150.7,149.7,144.5,144.0,143.6,136.6,135.6,134.9,133.5,131.1,128.5,128.1,125.6,123.7,123.4,119.9,118.6,113.7,99.6,88.8,66.0,54.3,33.5,33.3.HRMS(ESI-TOF+):m/z [M+H]+计算值:C28H24F2N5O:484.1943;实测值484.1962.
TBI-1433,5-(3,4-二氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:9.66(1H,s),8.54(1H,d,J=5.1Hz),8.47(1H,s),7.75(1H,m)7.58(2H,m),7.15(3H,m),6.82(1H,m),6.45(1H,d,J=6.0Hz),5.24(1H,s),3.34(3H,s),3.18(1H,m),3.11(1H,m),2.05(2H,m),1.65(2H,m),1.32(2H,m),1.20(2H,m).13C NMR(100MHz,CDCl3)δ:159.3,157.9,153.1,152.2,151.7,150.6,149.7,140.1,135.6,134.9,133.4,131.7,131.3,128.9,128.4,128.2,125.7,123.1,119.9,118.7,113.6,108.5,89.0,78.4,57.4,55.8,31.1,29.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27F2N6O:513.2209;实测值513.2242.
TBI-1436,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3),δ:8.38(1H,d,J=3.6Hz),8.27(1H,s),7.75(1H,d,J=6.9Hz),7.54(2H,m),7.25(1H,m),7.17(3H,brs),6.99(1H,d,J=7.5Hz),6.85(1H,s),6.43(1H,d,J=7.2Hz),5.26(1H,s),3.48(1H,m),1.10(6H,brs).13C NMR(100MHz,CDCl3)δ:154.1,153.1,151.7,150.3,148.2,141.0,137.1,135.7,134.8,133.7,131.5,128.7,127.9,125.8,123.0,119.9,118.8,116.3,113.5,112.9,105.4,89.0,49.4,23.7.HRMS(ESI-TOF+):m/z[M+H]+计算值:C26H22F2N6:442.1838;实测值442.1865.
TBI-1437,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(嘧啶-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3),δ:8.55(2H,d,J=4.8Hz),8.47(1H,s),7.76(1H,d,J=6.3Hz),7.53(1H,m),7.21(1H,m),7.17(3H,m),6.82(1H,t,J=4.8Hz),6.43(1H,d,J=7.8Hz),5.27(1H,s),3.48(1H,m),1.10(6H,brs).13CNMR(100MHz,CDCl3)δ:159.3,157.7,151.8,150.0,140.2,135.6,134.9,133.6,131.8,128.9,128.3,125.8,123.0,120.0,118.7,113.5,108.4,89.2,44.5,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H21F2N6:443.1790;实测值:443.1750.
TBI-1438,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(3-氰基-2-吡啶基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3),δ:10.36(1H,s),8.57(2H,m),7.80(2H,d,J=6.3Hz),7.57(1H,m),7.40(1H,s),7.22(3H,m),6.85(1H,s),6.48(1H,d,J=6.9Hz),5.30(1H,s),3.52(1H,m),1.21(6H,brs).13C NMR(100MHz,CDCl3)δ:155.9,153.1,152.8,152.1,151.1,150.7,142.5,141.2,140.0,135.9,135.3,133.4,131.3,129.0,128.5,125.6,123.5,122.1,120.0,118.6,116.1,114.5,113.8,108.6,97.0,88.6,48.9,29.7,23.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C27H21F2N6:467.1790;实测值467.1786.
TBI-1444,5-(3,4-二氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(5-硝基-2-吡啶基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,DMSO-d6),δ:9.76(1H,brs),9.23(1H,s),8.48(1H,s),8.33(1H,d,J=9.3Hz),7.89(2H,m),7.78(1H,d,J=6.3Hz),7.52(1H,m),7.32(3H,m),6.65(1H,d,J=8.4Hz),5.22(1H,s),3.31(3H,s),3.14(1H,m),3.11(1H,m),1.96(2H,m),1.66(2H,m),1.40(2H,m),1.13(2H,m).13C NMR(100MHz,DMSO-d6)δ:159.3,158.5,151.4,145.6,144.9,141.5,137.1,135.1,134.1,133.0,132.2,128.6,126.4,123.6,120.3,119.6,118.7,114.6,109.3,88.4,77.5,55.1,47.6,30.1,29.4.HRMS(ESI-TOF+):m/z[M+H]+计算值:C30H27F2N6O3:557.2107;实测值557.2133.
TBI-1445,5-(3,4-二氟苯基)-3-(4-甲氧基环己基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1H NMR(300MHz,CDCl3)δ:8.43(1H,s),8.29(2H,s),8.06(1H,d,J=2.4Hz),7.78(1H,d,J=9.0Hz),7.55(1H,m),7.24(1H,m),7.21(3H,m),6.48(1H,d,J=9.9Hz),5.25(1H,s),3.37(3H,s),3.22(1H,m),3.12(1H,m),2.09(2H,m),1.71(2H,m),1.47(2H,m),1.23(2H,m).13C NMR(100MHz,CDCl3)δ:153.1,151.3,151.0,150.9,141.6,139.9,136.3,135.7,135.0,133.4,131.6,129.0,128.6,125.6,123.3,120.0,118.7,113.7,107.6,88.9,78.4,57.3,55.8,31.2,30.0,29.8.HRMS(ESI-TOF+):m/z[M+H]+计算值:C29H27F2N6O:513.2209;实测值:513.2178.
TBI-1446,5-(3,4-二氟苯基)-3-(1-甲基乙基)亚氨基-2-(吡嗪-2-基)氨基-3,5-二氢吩嗪:
1HNMR(300MHz,CDCl3)δ:8.43(1H,s),8.29(2H,d,J=9.9Hz),8.06(1H,s),7.77(1H,d,J=5.7Hz),7.55(1H,m),7.26(1H,m),7.17(3H,m),6.45(1H,d,J=8.4Hz),5.27(1H,s),3.49(1H,m),1.12(6H,m).13C NMR(100MHz,CDCl3)δ:153.2,151.4,151.0,150.7,150.3,141.6,140.0,136.3,135.6,135.0,133.5,131.6,129.0,128.4,125.7,123.2,120.0,118.7,113.6,107.5,88.9,49.4,23.7,23.5.HRMS(ESI-TOF+):m/z[M+H]+计算值:C25H21F2N6:443.1790;实测值443.1776.
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美国专利文件
美国专利No.3,499,899
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