CN114031556A - 一种绿色的一锅法制备5-氨基-n-芳基-3-芳基吡唑类化合物的合成方法 - Google Patents
一种绿色的一锅法制备5-氨基-n-芳基-3-芳基吡唑类化合物的合成方法 Download PDFInfo
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Abstract
本发明公开了一种5‑氨基‑N‑芳基‑3‑芳基吡唑类化合物的合成新方法，包括如下步骤：将丙二腈、芳基硼酸、苯肼盐酸盐、Ni(dppp)Cl2、添加剂氯化锌加入到四氢呋喃中，氮气条件下加热进行反应，反应完全后，后处理得到所述的5‑氨基‑N‑芳基‑3‑芳基吡唑类化合物。该方法所涉及的反应底物结构简单、廉价易得，且利用绿色环保的镍金属作为催化剂，在无氧化剂存在的条件下，通过在一锅中发生氰基的加成、分子内的缩合以及后续的环合反应实现三组分的多米诺转化，高效制备5‑氨基‑N‑芳基‑3‑芳基吡唑类化合物。该转化具有步骤经济性高、转化率高，反应条件温和，反应操作简单，底物适用范围广泛，官能团兼容性好等特点。
Description
技术领域
本发明属于有机合成领域，具体涉及一种5-氨基-N-芳基-3-芳基吡唑类化合物的合成方法。
背景技术
吡唑是一类非常重要的五元含氮杂环化合物，其结构骨架广泛存在于天然产物、药物、农药以及功能材料中。其中，5-氨基-N-芳基-3-芳基吡唑类分子因具有多种如抗肿瘤、抗菌、抗炎、抗病毒、抗恶性细胞增生等生物活性；此外，5-氨基-N-芳基-3-芳基吡唑还可用于光致发光以及电致发光材料的制备。从而有关5-氨基-N-芳基-3-芳基吡唑的制备在合成化学中占据着非常重要的研究地位。到目前为止，现有的5-氨基-N-芳基-3-芳基吡唑化合物的合成方法主要分为两类。其中一种利用苯甲酰乙腈或氨基烯腈作为反应底物，在盐酸存在的条件下，通过发生分子内的环合反应实现目标产物的制备。然而，苯甲酰乙腈以及氨基烯腈的制备需要以羧酸衍生物和金属氰为反应底物，亦或是贵金属催化的羰基化偶联反应，从而导致反应步骤冗长且反应条件苛刻。另一种合成方法以吡唑母体作为反应底物，在此基础上通过后期的修饰制备得到。然而吡唑骨架需要预先制备，从而存在反应步骤经济性差等问题。因此，寻求发展新的简便高效的5-氨基-N-芳基-3-芳基吡唑类化合物的合成方法显得尤为重要。
在Larock以及Lu课题组工作的开创下，过渡金属催化的腈类底物的加成反应为含氮杂环化合物的构筑提供了非常行之有效的途径。现有的这些转化大都集中在钯的催化体系，为了生成含氮杂环，需要额外的步骤预先将相应的官能团引入到腈类底物中。为了更加契合绿色化学、低碳合成理念，在本专利中，我们利用市售的结构简单、廉价易得的丙二腈直接作为反应底物，通过在绿色镍催化剂的作用下，通过与芳基硼酸和苯肼盐酸盐发生氰基的加成、分子内的缩合以及环合反应历程实现在一锅中高效制备5-氨基-N-芳基-3-芳基吡唑类化合物，该合成方法显示出了优越的步骤经济性、以及良好的官能团兼容性。我们以Ni(dppp)Cl2为催化剂，氯化锌作为添加剂，以四氢呋喃作为有机反应溶剂，在氮气的反应氛围100℃下反应24小时能够顺利合成一系列不同官能团取代的5-氨基-N-芳基-3-芳基吡唑类化合物。该方法反应条件温和简单，操作简便，在无需额外的金属氧化剂条件下，为制备5-氨基-N-芳基-3-芳基吡唑类化合物提供了一种绿色、高效的合成新方法。
发明内容
本发明提供了一种绿色的多组分参与的一锅法高效制备5-氨基-N-芳基-3-芳基吡唑类化合物的合成方法。该合成方法底物简单易得，适用范围广，化学选择性好，反应活性高，官能团耐受性好。
一种新颖且高效的5-氨基-N-芳基-3-芳基吡唑类化合物的合成方法，包括如下步骤：将丙二腈、芳基硼酸、苯肼盐酸盐，镍催化剂添加剂加入到有机溶剂中，氮气条件下加热到80～100℃进行反应，反应12～24h，反应完全后，后处理(萃取以及柱层色谱分离)得到所述的5-氨基-N-芳基-3-芳基吡唑类化合物；
所述的芳基硼酸化合物结构如式(II)所示：
所述的苯肼盐酸盐的结构如式(III)所示：
所述的5-氨基-N-芳基-3-芳基吡唑类化合物的结构如式(I)所示：
式(I)～(III)中，Ar为取代或者未取代的芳基、杂芳基或乙烯基，所述芳基上的取代基选自烷基、烷氧基、羟基、三甲基硅基、卤素、三氟甲基、苯基或硝基；R2选自烷基、卤素、三氟甲基、氰基或萘基。
本发明中，直接利用简单、廉价易得的丙二腈作为反应底物，与芳基硼酸、苯肼盐酸盐在镍的催化体系中，通过经历氰基加成/分子内缩合/环合反应历程实现一锅高效制备5-氨基-N-芳基-3-芳基吡唑类化合物。
作为优选，所述的镍催化剂为Ni(dppp)Cl2。
作为优选，所述的添加剂为氯化锌。
作为优选，所述的有机溶剂为四氢呋喃(THF)。
作为优选，反应温度为100℃，反应时间为24小时。
同现有技术相比，本发明的有益效果体现在：
(1)本发明通过利用简单、廉价易得的丙二腈作为反应底物，通过与芳基硼酸在镍催化体系中的偶联反应生成苯甲酰乙腈中间体，随后与苯肼盐酸盐作用，实现在一锅中高效制备5-氨基-N-芳基-3-芳基吡唑类化合物。该反应的催化体系绿色环保、步骤经济性和转化效率高且不涉及当量金属氧化剂的使用。
(2)本发明的合成方法操作简单，反应活性高，同时底物适应范围广泛，官能团兼容性好，能够顺利地扩大到克级规模，且能实现具有生物活性分子的简便高效合成。
附图说明
图1为实施例1得到的化合物的氢谱和碳谱谱图；
图2为实施例2得到的化合物的氢谱和碳谱谱图；
图3为实施例3得到的化合物的氢谱和碳谱谱图；
图4为实施例4得到的化合物的氢谱和碳谱谱图；
图5为实施例5得到的化合物的氢谱和碳谱谱图；
图6为实施例6得到的化合物的氢谱和碳谱谱图；
图7为实施例7得到的化合物的氢谱和碳谱谱图；
图8为实施例8得到的化合物的氢谱和碳谱谱图；
图9为实施例9得到的化合物的氢谱和碳谱谱图；
图10为实施例10得到的化合物的氢谱和碳谱谱图；
图11为实施例11得到的化合物的氢谱和碳谱谱图；
图12为实施例12得到的化合物的氢谱和碳谱谱图；
图13为实施例13得到的化合物的氢谱和碳谱谱图；
图14为实施例14得到的化合物的氢谱和碳谱谱图；
图15为实施例15得到的化合物的氢谱和碳谱谱图；
图16为实施例16得到的化合物的氢谱和碳谱谱图；
图17为实施例17得到的化合物的氢谱和碳谱谱图；
其中，氢谱在500MHz或在400MHz核磁仪器上进行测试。碳谱在125MHz或101MHz核磁仪器上进行测试。测试条件均为室温下，样品用氘代氯仿或氘代DMSO溶解。
具体实施方式
下面结合具体实施例对本发明做进一步的描述，以下具体实施例都是本发明的最优实施方式。
实施例1～16
按照表1的原料配比在25mL封管中加入丙二腈(0.6mmol)，芳基硼酸(II，0.8mmol)、苯肼盐酸盐(III，0.3mmol)、Ni(dppp)Cl2(0.03mmol)、ZnCl2(0.6mmol)和有机溶剂四氢呋喃(2mL)，混合搅拌均匀，在氮气氛围下，在油浴(100℃)下反应24h。按照表1的反应条件反应完成后，冷却，用饱和食盐水洗，收集有机相用硫酸钠干燥，硅胶拌样，经过柱层析纯化得到相应的5-氨基-N-芳基-3-芳基吡唑类化合物(I)，反应过程如下式所示：
表1实施例1～19的原料配比
表2实施例1～19的反应条件和反应结果
表1和表2中，T为反应温度，t为反应时间
实施例1～19制备得到部分化合物的结构确认数据：
1,3-diphenyl-1H-pyrazol-5-amine(I-1)
pale brown solid(59.2mg,84％).mp:129-130℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.83(d,J＝7.5Hz,2H),7.64(d,J＝8.0Hz,2H),7.49(t,J＝8.0Hz,2H),7.41-7.35(m,3H),7.31(t,J＝7.5Hz,1H),5.95(s,1H),3.84(br,2H).13C NMR(125MHz,CDCl3)δ151.5,145.8,138.8,133.6,129.5,128.5,127.8,127.4,125.7,124.2,88.2.HRMS(ESI)m/z:[M+H]+Calcdfor C15H14N3236.1182；Found 236.1179.
3-([1,1'-biphenyl]-4-yl)-1-phenyl-1H-pyrazol-5-amine(I-2)
White solid(60.7mg,65％).mp:217-218℃.Column chromatography on silicagel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,DMSO-d6)δ7.85(d,J＝8.5Hz,2H),7.70(t,J＝7.5Hz,6H),7.53-7.46(m,4H),7.38-7.34(m,2H),5.98(s,1H),5.47(br,2H).13C NMR(125MHz,DMSO-d6)δ149.6,148.3,139.8,139.3,139.1,132.8,129.1,128.9,127.4,125.7,125.4,125.3,125.6,122.9,87.3.HRMS(ESI)m/z:[M+H]+CalcdforC21H18N3 312.1495；Found 312.1483.
4-(5-amino-1-phenyl-1H-pyrazol-3-yl)phenol(I-3)
white solid(36.9 mg,49％),mp:189-192℃.Column chromatography onsilicagel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(400MHz,DMSO-d6)δ9.45(s,1H),7.64(d,J＝8.0Hz,2H),7.56(d,J＝8.4Hz,2H),7.48(t,J＝8.0Hz,2H),7.31(t,J＝7.6Hz,1H),6.77(d,J＝8.4Hz,2H),5.79(s,1H),5.36(br,2H).13C NMR(101MHz,DMSO-d6)δ157.6,150.8,148.5,140.0,129.6,125.9,125.4,125.3,123.2,115.7,87.2.HRMS(ESI)m/z:[M+H]+Calcd for C15H14N3O 252.1131；Found 252.1140.
1-phenyl-3-(4-(trimethylsilyl)phenyl)-1H-pyrazol-5-amine(I-4)
White solid(35.9 mg,39％).mp:141-143℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(400MHz,CDCl3)δ7.80(d,J＝8.0Hz,2H),7.63(d,J＝8.0Hz,2H),7.55(d,J＝8.0Hz,2H),7.49(t,J＝7.6Hz,2H),7.36(t,J＝7.6Hz,1H),5.96(s,1H),3.86(br,2H),0.29(s,9H).13C NMR(101MHz,CDCl3)δ151.6,145.8,140.0,138.7,133.9,133.6,129.6,127.5,124.9,124.2,88.3,-1.0.HRMS(ESI)m/z:[M+H]+Calcd for C18H22N3Si 308.1578；Found 308.1581.
3-(4-iodophenyl)-1-phenyl-1H-pyrazol-5-amine(I-5)
White solid(66.1 mg,61％).mp:228-230℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,4/1).1H NMR(500MHz,DMSO-d6)δ7.74(d,J＝8.5Hz,2H),7.65(d,J＝7.5Hz,2H),7.56(d,J＝8.5Hz,2H),7.50(t,J＝7.5Hz,2H),7.35(t,J＝7.5Hz,1H),5.92(s,1H),5.47(br,2H).13C NMR(125MHz,DMSO-d6)δ149.0,148.4,139.1,137.2,133.2,129.1,127.1,125.4,123.0,93.2,87.1.HRMS(ESI)m/z:[M+H]+Calcd for C15H13IN3 362.0149；Found 362.0149.
1-phenyl-3-(4-(trifluoromethyl)phenyl)-1H-pyrazol-5-amine(I-6)
White solid(63.7 mg,70％).mp:208-210℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,DMSO-d6)δ7.97(d,J＝8.0Hz,2H),7.74(d,J＝8.5Hz,2H),7.67(d,J＝8.0Hz,2H),7.52(t,J＝8.0Hz,2H),7.37(t,J＝7.5Hz,1H),6.02(s,1H),5.54(br,2H).13C NMR(125MHz,DMSO-d6)δ148.6,148.5,139.0,137.6,129.2,127.7,127.5,125.6,125.5,125.4(C-F,3JC-F＝3.8Hz),123.1,87.5.HRMS(ESI)m/z:[M+H]+Calcd for C16H13F3N3 304.1056；Found 304.1052.
3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-5-amine(I-7)
Yellow solid(52.9 mg,63％).mp:178-179℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ8.24(d,J＝8.5Hz,2H),7.97(d,J＝8.5Hz,2H),7.64(d,J＝7.5Hz,2H),7.53(t,J＝7.0Hz,2H),7.42(t,J＝7.0Hz,1H),6.04(s,1H),3.91(br,2H).13C NMR(125MHz,CDCl3)δ149.1,147.2,146.4,139.8,138.2,129.7,128.1,125.0,124.3,124.0,88.6.HRMS(ESI)m/z:[M+H]+Calcdfor C15H13N4O2 281.1033；Found 281.1068.
1-phenyl-3-(4-vinylphenyl)-1H-pyrazol-5-amine(I-8)
White solid(30.6mg,39％).mp:157-159℃.Column chromatography on silicagel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.78(d,J＝8.0Hz,2H),7.64(d,J＝7.5Hz,2H),7.51-7.48(m,2H),7.44(d,J＝8.0Hz,2H),7.38-7.35(m,1H),6.74(dd,J＝17.5,11.0Hz,1H),5.96(s,1H),5.78(d,J＝17.5Hz,1H),5.25(d,J＝10.5Hz,1H),3.86(br,2H).13C NMR(125MHz,CDCl3)δ151.2,145.8,138.7,137.1,136.7,133.0,129.5,127.5,125.4,125.7,124.2,113.6,88.2.HRMS(ESI)m/z:[M+H]+Calcd forC17H16N3 262.1339；Found 262.1346.
3-(naphthalen-2-yl)-1-phenyl-1H-pyrazol-5-amine(I-9)
White solid(52.2 mg,61％).mp:191-193℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ8.26(s,1H),8.02-8.00(m,1H),7.88-7.82(m,3H),7.68(d,J＝7.5Hz,2H),7.52(t,J＝8.0Hz,2H),7.49-7.44(m,2H),7.39(t,J＝7.5Hz,1H),6.11(s,1H),3.89(br,2H).13C NMR(125MHz,CDCl3)δ151.5,146.0,138.6,133.6,133.2,130.8,129.6,128.3,128.1,127.7,127.6,125.1,125.8,124.3,124.1,88.4.HRMS(ESI)m/z:[M+H]+Calcd for C19H16N3 286.1339；Found286.1326.
1-phenyl-3-(thiophen-3-yl)-1H-pyrazol-5-amine(I-10)
White solid(31.8 mg,44％).mp:158-160℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.62-7.58(m,3H),7.49(t,J＝8.5Hz,3H),7.38-7.32(m,2H),5.86(s,1H),3.85(br,2H).13CNMR(125MHz,CDCl3)δ148.0,145.6,138.6,135.4,129.5,127.5,125.1,125.6,124.3,120.8,88.5.HRMS(ESI)m/z:[M+H]+Calcd for C13H12N3S 242.0746；Found 242.0743.
1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-5-amine(I-11)
White solid(34.7 mg,48％).mp:117-118℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.60(d,J＝7.5Hz,2H),7.48(t,J＝7.5Hz,2H),7.37-7.33(m,2H),7.24-7.23(m,1H),7.05-7.03(m,1H),5.86(s,1H),3.82(br,2H).13C NMR(125MHz,CDCl3)δ146.9,145.8,138.4,136.9,129.5,127.6,127.3,124.5,124.3,123.9,88.2.HRMS(ESI)m/z:[M+H]+Calcd for C13H12N3S242.0746；Found 242.0755.
(E)-1-phenyl-3-styryl-1H-pyrazol-5-amine(I-12)
White solid(18.1 mg,23％).mp:120-123℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(400MHz,CDCl3)δ7.59(d,J＝8.0Hz,2H),7.50-7.47(m,4H),7.38-7.32(m,3H),7.25(d,J＝5.6Hz,1H),7.09(d,J＝16.4Hz,1H),7.03(d,J＝16.4Hz,1H),5.88(s,1H),3.84(br,2H).13C NMR(101MHz,CDCl3)δ151.0,145.7,138.5,137.3,130.3,129.6,128.7,127.6,127.5,125.5,124.0,121.2,87.5.HRMS(ESI)m/z:[M+H]+Calcd for C17H16N3 262.1339；Found 262.1343.
1-(4-fluorophenyl)-3-phenyl-1H-pyrazol-5-amine(I-13)
White solid(60.7 mg,80％).mp:134-136℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.80(d,J＝7.5Hz,2H),7.61-7.58(m,2H),7.39(t,J＝8.0Hz,2H),7.31(t,J＝7.5Hz,1H),7.17(t,J＝8.5Hz,2H),5.93(s,1H),3.80(br,2H).13C NMR(125MHz,CDCl3)δ161.7(C-F,1JC-F＝246.3Hz),151.6,145.9,134.8(C-F,4JC-F＝3.8Hz),133.4,128.5,127.9,125.2(C-F,2JC-F＝8.8Hz),125.6,116.3(C-F,2JC-F＝22.5Hz),88.3.HRMS(ESI)m/z:[M+H]+Calcd forC15H13FN3 254.1088；Found 254.1084.
1-(4-bromophenyl)-3-phenyl-1H-pyrazol-5-amine(I-14)
White solid(60.1 mg,64％).mp:157-158℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.79(d,J＝7.5Hz,2H),7.60(d,J＝8.5Hz,2H),7.54(d,J＝8.5Hz,2H),7.39(t,J＝7.5Hz,2H),7.32(t,J＝7.5Hz,1H),5.94(s,1H),3.81(br,2H).13C NMR(125MHz,CDCl3)δ151.9,145.8,137.9,133.3,132.6,128.5,128.0,125.7,125.4,120.8,88.9.HRMS(ESI)m/z:[M+H]+Calcdfor C15H13BrN3 314.0287；Found 314.0276.
3-phenyl-1-(4-(trifluoromethyl)phenyl)-1H-pyrazol-5-amine(I-15)
White solid(54.5 mg,60％).mp:171-172℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.85-7.81(m,4H),7.74(d,J＝8.5Hz,2H),7.41(t,J＝7.5Hz,2H),7.34(t,J＝7.5Hz,1H),5.98(s,1H),3.88(br,2H).13C NMR(125MHz,CDCl3)δ152.3,146.0,141.8,133.1,128.8(C-F,2JC-F＝33.8Hz),128.6,128.2,125.6(C-F,3JC-F＝3.8Hz),125.7,123.9(C-F,1JC-F＝270.0Hz),123.3,89.5.HRMS(ESI)m/z:[M+H]+Calcd for C16H13F3N3 304.1056；Found304.1057.
1-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-5-amine(I-16)
White solid(38.2 mg,48％).mp:183-184℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.80(d,J＝7.5Hz,2H),7.51(d,J＝8.5Hz,2H),7.38(t,J＝7.5Hz,2H),7.29(t,J＝7.0Hz,1H),7.01(d,J＝8.5Hz,2H),5.95(s,1H),3.85(s,3H).13C NMR(125MHz,CDCl3)δ159.1,151.2,145.8,133.6,131.5,128.4,127.7,125.1,125.6,114.7,87.7,55.6.HRMS(ESI)m/z:[M+H]+Calcd for C16H16N3O 266.1288；Found 266.1292.
4-(5-amino-3-phenyl-1H-pyrazol-1-yl)benzonitrile(I-17)
White solid(50.7 mg,65％).mp:168-170℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.90(d,J＝8.5Hz,2H),7.80(d,J＝7.5Hz,2H),7.76(d,J＝9.0Hz,2H),7.41(t,J＝7.5Hz,2H),7.34(t,J＝7.5Hz,1H),6.02(s,1H),3.91(br,2H).13C NMR(125MHz,CDCl3)δ152.7,146.1,142.7,133.4,132.8,128.6,128.4,125.7,123.0,118.4,109.9,90.4.HRMS(ESI)m/z:[M+H]+Calcd for C16H13N4 261.1135；Found 261.1135.
1-(naphthalen-2-yl)-3-phenyl-1H-pyrazol-5-amine(I-18)
White solid(60.7 mg,71％).mp:133-135℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ8.03(s,1H),7.94(d,J＝8.5Hz,1H),7.87-7.82(m,4H),7.78(d,J＝8.5Hz,1H),7.53-7.50(m,2H),7.38(t,J＝7.5Hz,2H),7.30(t,J＝7.5Hz,1H),5.96(s,1H),3.90(br,2H).13C NMR(125MHz,CDCl3)δ151.8,146.2,136.1,133.5,133.4,132.2,129.7,128.6,128.1,127.9,127.9,125.9,125.5,125.7,122.8,121.7,88.3.HRMS(ESI)m/z:[M+H]+Calcd forC19H16N3286.1339；Found 286.1325.
1-(tert-butyl)-3-phenyl-1H-pyrazol-5-amine(I-19)
White solid(17.4 mg,27％).mp:102-104℃.Column chromatography onsilica gel(Eluent:petroleum ether/ethyl acetate,5/1).1H NMR(500MHz,CDCl3)δ7.75(d,J＝7.0Hz,2H),7.35(t,J＝7.5Hz,2H),7.24(t,J＝7.5Hz,1H),5.90(s,1H),3.58(br,2H),1.69(s,9H).13C NMR(125MHz,CDCl3)δ147.6,145.4,134.3,128.4,127.1,125.3,91.4,58.9,29.4.HRMS(ESI)m/z:[M+H]+Calcd for C13H18N3 216.1495；Found 216.1506.
Claims (8)
1.一种绿色的一锅法制备5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，包括如下步骤：直接以廉价易得的丙二腈、芳基硼酸、苯肼盐酸盐、镍催化剂、添加剂加入到有机溶剂中，氮气条件下，将温度控制在80～100℃下反应12～24h，反应完全后，后处理得到所述的5-氨基-N-芳基-3-芳基吡唑类化合物；
所述的芳基硼酸化合物结构如式(II)所示：
所述的苯肼盐酸盐的结构如式(III)所示：
所述的5-氨基-N-芳基-3-芳基吡唑类化合物的结构如式(I)所示：
式(I)～(III)中，Ar为取代或者未取代的芳基、杂芳基或乙烯基，所述芳基上的取代基选自烷基、烷氧基、羟基、三甲基硅基、卤素、三氟甲基、苯基或硝基；R2选自烷基、卤素、三氟甲基、氰基或萘基。
2.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的Ar为取代或者未取代的苯基、萘基、噻吩基或乙烯基，所述苯基上的取代基选自羟基、甲基、甲氧基、三甲基硅基、碘、三氟甲基、苯基或硝基；R2选自氟、溴、三氟甲基、甲基、氰基或萘基。
3.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的有机溶剂为四氢呋喃。
4.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的催化剂为Ni(dppp)Cl2。
5.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的添加剂为氯化锌。
6.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的反应条件无需金属氧化剂的引入。
7.根据权利要求1所述的5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，所述的5-氨基-N-芳基-3-芳基吡唑类化合物为以下化合物中的一种：
8.一种5-氨基-N-芳基-3-芳基吡唑类化合物的方法，其特征在于，包括如下步骤：直接以廉价易得的丙二腈、芳基硼酸、苯肼盐酸盐、Ni(dppp)Cl2、氯化锌加入到四氢呋喃中，氮气条件下，将温度控制在80～100℃下反应12～24h，反应完全后，后处理得到所述的5-氨基-N-芳基-3-芳基吡唑类化合物；
反应式如下：
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