KR840008798A - 1-피리미디닐옥시-3-헤타릴알킬아미노-2-프로파놀류의 제조방법 - Google Patents

1-피리미디닐옥시-3-헤타릴알킬아미노-2-프로파놀류의 제조방법 Download PDF

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KR840008798A
KR840008798A KR1019840002428A KR840002428A KR840008798A KR 840008798 A KR840008798 A KR 840008798A KR 1019840002428 A KR1019840002428 A KR 1019840002428A KR 840002428 A KR840002428 A KR 840002428A KR 840008798 A KR840008798 A KR 840008798A
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이·로오선 존 (외 2)
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아이삭 자아코브스키
브리스틀-마이어즈 컴페니
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Abstract

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Description

1-피리미디닐옥시-3-헤타릴알킬아미노-2-프로파놀류의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (35)

  1. 다음 구조식(Ⅳ)의 Ｘ－치환 피리미딘을 다음 구조식(ⅢA), (ⅢB), (ⅢC) 또는 (ⅢD) 중 어느 하나로 나타낼 수 있는 적당한 W－치환 프로판을 또는 초기 프로판을 화합물(Ⅲ)과 카플링시킨 다음, 화합물(ⅢA)를 사용한 경우에는 커플링 반응 생성물을 가수분해하고, 화합물(ⅢC)를 사용한 경우에는 커플링 반응 생성물을 구조식이 H2NG(여기서, G는 아래에서 정의하는 바와 같다)로 아민화 반응시키고, 화합물(ⅢD)를 사용한 경우에는 커플링 반응 생성물에 가수분해, 말단 히드록시의 활성화 및 H2NG(여기서, G는 아래에서 정의하는 바와 같다)의 아미노 분해 반응에 도입하는 것을 특징으로 하는 다음 일반식(Ⅰ)의 1－피리미디닐옥시－3－헤타릴알킬아미노－2－프로판올류 및 약리학적으로 허용되는 그의 산부가 염의 제조방법.
    위 각 식에서,
    R1은 C1－6알킬, 아미노, 아실아미노, 시아노, 할로겐 또는 수소이고,
    R2는 아미노, 아실아미노, 할로겐, 히드라지노, 수소 또는 페닐이며,
    alk는 직쇄 또는 분지쇄의 C1－6알킬렌이고,
    Z는 수소,페닐, 인돌릴, 티에닐, 벤조티에닐, 벤조푸라닐 및 벤즈이미다졸릴 중에서 선택되며,
    X는 수소 또는 할로겐이고, D는 수소 또는 페닐이며,
    G는 라디칼－alk－Z(여기서, alk는 C1－6알킬렌이고 Z는 위에서 정의한 바와 같다)이고,
    W는 X가 히드록실일 때에는 수소이며 X가 수소일 때에는 히드록실이다.
  2. 제1항에 있어서, 히드라진 유도체를 요할 때에는 상기 구조식(Ⅰ)의 혼합물을 히드라진으로 처리하여 다음 구조식(Ⅰ)의 2－히드라지노 유도체를 얻고, 히드라존 유도체를 요할 때에는 상기 유도체를 다음 구조식(Ⅶ)의 카르보닐 혼합물과 반응시켜 다음 구조식(Ⅰ)의 2－히드라조노 화합물을 얻는 것이 특징인 다음 구조식(IA) 또는 약리학적으로 허용되는 그의 산부가염의 화합물의 제조방법.
    위 각 식에서,
    R1, alk 및 Z는 앞에서 정의한 바와 같고,R2는 히드라지노 또는 히드라조노이고,
    Ra및 Rb는 동일 또는 상이한 것으로서, C1－3알킬 또는 페닐 모핵이다.
  3. 제1항에 있어서, R1은 C1－6알킬, 아미노, 아실아미노, 시아노, 할로겐 또는 수소이고 R2는 수소, 아미노 C1－4아실아미노, 시아노 또는 할로겐이며, alk는 C1－6알킬렌이고, Z는 인돌린, 티에닐, 벤조티에닐, 벤조푸라닐 및 벤즈아미다졸릴 중에서 선택되는 것이 특징인 방법.
  4. 제2항에 있어서, R1은 C1－4알킬 및 할로겐 중에서 선택되고, Ra및 Rb는 메틸, alk 는 t－부틸렌이고, Z는 페닐, 인돌릴, 티에닐 및 벤조티에닐 중에서 선택되는 것이 특징인 방법.
  5. 제4항에 있어서, R1이 5－브로모인 것이 특징인 방법.
  6. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸에틸)아미노]－3－[(2－히드라지노－4－피리미디닐)옥시]－2－프로판올인 것이 특징인 방법.
  7. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－페닐에틸)아미노－3－[(2－히드라지노－4－피리미디닐)옥시]－2－프로판올인 것이 특징인 방법.
  8. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－페닐에틸)아미노]－3－[(2－히드라지노－4－피리미디닐)옥시]－2－프로판올인 것이 특징인 방법.
  9. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－(2－티에닐)에틸)아미노]－3－[(2－히드라지노－4－피리미디닐)옥시]－2－프로판올인 것이 특징이다.
  10. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－(2－티에틸)에틸)아미노3－[2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  11. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－페닐에틸)－아미노]－3－[[2－〔2-(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  12. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[1,1－디메틸－2－(3－벤조티에닐)에틸]아미노]－3－[(2－히드라지노－4－피리미디닐)옥시]－2－프로판올인 것이 특징인 방법.
  13. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(5－브로모－2－히드라지노－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－(3－벤조티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  14. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[5－브로모－2－[2－(1－메틸에틸리덴]히드라지노]피리미딘－4－일]옥시]－3－[[1,1－디메틸－2－(3－벤조일티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  15. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[5－브로모－2－[2－(1－메틸에틸리덴]히드라지노)피리미딘－4－일]옥시]－3－[(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  16. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[5－브로모－2－[2－(메틸에틸리덴]히드라지노)피리미딘－4－일]옥시－3－[[1,1－디메틸－2－(2－티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  17. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[1,1－디메틸－2－(3－티에닐)에틸]아미노]－3-[[2－(2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  18. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[5－브로모－2－[2－(－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－3－[[1,1－디메틸－2－(3－티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  19. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[[1,1－디메틸－2－(2－티에닐)에틸]아미노]－3-[[5－메틸-2-[2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  20. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸에틸)아미노]－3[[5－메틸－2－[2－(2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  21. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－페니에틸)아미노]－3[[5－메틸－2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  22. 제2항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(1,1－디메틸－2－(3티에닐)에틸]아미노]－3[[5－메틸－2－(1－메틸에틸리덴)히드라지노]피리미딘－4－일]옥시]－2－프로판올인 것이 특징인 방법.
  23. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 4－[3－(1,1－디메틸에틸)아미노－2－히드록시 프로폭시]－2－페닐－5－피리미딘카르보니트릴인 것이 특징인 방법.
  24. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－아미노－4－클로로피리미딘－6－일)옥시]－3－[(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  25. 제3항에 있어서, 1－[(2－아미노－4－클로로피리미딘－6－일)옥시]－3－[[2－(3－인돌린)－(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  26. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－아미노－4－클로로피리미딘－6－일)옥시]－3－[(1－메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  27. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－아미노－4－메틸피리미딘－6－일)옥시]－3－[(1－메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  28. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2,4－디아미노피리미딘－6－일)옥시]－3－[(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  29. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
  30. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－(1Ｈ－인돌－3－일)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  31. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－(2－티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  32. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－페닐에틸)아미노]－2－프로판올인 것이 특징인 방법.
  33. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－(3－벤조티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  34. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(5－브로모－2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸－2－(3－벤조티에닐)에틸]아미노]－2－프로판올인 것이 특징인 방법.
  35. 제3항에 있어서, 구조식 (Ⅰ)의 화합물이 1－[(5－브로모－2－클로로－4－피리미디닐)옥시]－3－[(1,1－디메틸에틸)아미노]－2－프로판올인 것이 특징인 방법.
    ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
KR1019840002428A 1983-05-09 1984-05-04 1-피리미디닐옥시-3-헤타릴알킬아미노-2-프로파놀류 및 그 제조방법 KR900005015B1 (ko)

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SE8402476L (sv) 1984-11-10
CY1522A (en) 1990-11-16
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SG4890G (en) 1990-07-13
DE3416976A1 (de) 1984-11-15
FI841841A (fi) 1984-11-10
ES545198A0 (es) 1987-03-16
IT8420841A0 (it) 1984-05-08
ES532282A0 (es) 1986-02-01
DK166583C (da) 1993-10-25
KR900005015B1 (ko) 1990-07-16
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DK227884D0 (da) 1984-05-08
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GB8411636D0 (en) 1984-06-13
IT1175492B (it) 1987-07-01
ES551966A0 (es) 1986-12-16
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CA1279064C (en) 1991-01-15
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