KR950703536A - 치환된 이미다졸 화합물의 유용한 중간체를 제조하는 방법(process of synthesizing useful intermediates of substituted imidazole compounds) - Google Patents
치환된 이미다졸 화합물의 유용한 중간체를 제조하는 방법(process of synthesizing useful intermediates of substituted imidazole compounds) Download PDFInfo
- Publication number
- KR950703536A KR950703536A KR1019950701094A KR19950701094A KR950703536A KR 950703536 A KR950703536 A KR 950703536A KR 1019950701094 A KR1019950701094 A KR 1019950701094A KR 19950701094 A KR19950701094 A KR 19950701094A KR 950703536 A KR950703536 A KR 950703536A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- compound
- phenyl
- substituted
- unsubstituted
- Prior art date
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Abstract
본 발명은 1-알킬아릴-2-알킬-5-포르이미다졸을 제조하는 방법에 관한 것이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 염기성 조건하에 및 용매중에서 일반식(II)의 화합물을 일반식(III)의 화합물과 반응시킨후, 임의로 약제학적으로 허용되는 염을 형성시킴을 포함하여, 일반식(I)의 화합물 또는 이의 약제학적 허용되는 염을 제조하는 방법:R1은 수소, 페닐, 바이페닐, 또는 나프틸이고, 여기서 각각의 그룹은 비치환되거나 Cl, Br, F, I, C1-C6알킬, 니트로, A-CO2R6, 테트라졸-5-일, C1-C6알킬, SO2NHR6, NHSO2R6, SO3H, CONR6R6, CN, SO2C1-C6알콕시, 하이드록시, SC1-C6알킬, NHSO2R6, PO(OR6)2, NR6R6, NR6COH, NR6COC1-C6알킬, NR6CON(R6)2, NR2COW, W 또는 SO2W중에서 선택된 1 내지 3개의 치환체에 의해 치환되며; R2은 수소, C2-C10알킬, C3-C10알키닐, C3-C6사이클로알킬 또는 비치환되거나 C1-C6알킬, 니트로, Cl, Br, F, I, 하이드록시, C1-C6알콕시, NR6R6, COR6, CN, CONR6R6, W, 테트라졸-5-일, NR6COC1-C6알킬, NR6COW, SC1-C6알킬, SO2W, 또는 SO2C1-C6알킬중에서 선택된 1 내지 3개의 치환체에 의해 치환된 (CH2)0-8페닐이고;W는 CqF2q+1이며, 여기서 q는 1 내지 3이고; A는 -(CH2)n-, -CH-CH-, -O(CR4R5)m-, 또는 -S(CR4R5)m-이며; R4및 R5는 독립적으로 수소; 비치환되거나 페닐, 바이페닐, 나프틸 또는 C3-C6사이클로알킬에 의해 치환되니 C1-C6알킬; 비치환되거나 Cl, Br, I, F, C1-C6알킬, (C1-C5알케닐)CH,(C1-C5알키닐)CH, C1-C6알콕시, C1-C6알킬티오, NO2, CF3, CO2R6, 또는 OH중에서 선택된 1 내지 3개의 치환체에 의해 치환된 나프틸, 바이페닐 또는 페닐;C3-C6사이클로알킬;또는 비치환되거나 페닐에 의해 치환된 페닐(C1-C2알킬)이며; R6은 독립적으로 수소, C1-C6알킬, 또는 (CH2)n 페닐이고;n은 독립적으로 0 내지 4이며; m은 독립적으로 1 내지 4이고; X는 Cl, Br, F 또는 1이며; Y는 -OR3, -SR3, 또는 -N(R3)2이고, 여기서 R3은 C1-C6알킬이다.
- 제1항에 있어서, R1이 비치환되거나 Cl, Br, F, CF, C1-C6알킬, 니트로 CO2R6, -OCR4R5CO2R6, 테트라졸-5-일, C1-C6알콕시, 하이드록시, CN, 또는 SO2NHR6중에서 선택된 1 내지 3개의 치환체에 의해 치환도니 페닐, 바이페닐, 또는 나프틸이고; n이 1 또는 2이며; R2가 C2-C8알킬인 화합물을 제조하는 방법.
- 제2항에 있어서, R1이 CO2R6에 의해 치환된 페닐 또는 나프틸이고; n이 1이며; R2가 C2-C8알킬인 화합물을 제조하는 방법.
- 제3항에 있어서, 4-[(2-n-부틸-5-포르밀-1H-이미다졸-1-일)메틸]벤조산인 화합물을 제조하는 방법.
- 제3항에 있어서, 4-[(2-n-부틸-5-포르밀-1H-이미다졸-1-일)메틸]나프토산인 화합물을 제조하는 방법.
- 제4항 또는 제5항에 있어서, 염기가 탄산칼륨이고 용매가 물과 테트라하이드로 푸란인 방법.
- 제3항에 있어서, 에틸 4-[(2-n-부틸-5-포르밀-1H-이미다졸-1-일)메틸]벤조에이트인 화합물을 제조하는 방법.
- 제3항에 있어서, 에틸 4-[(2-n-부틸-5-포르밀-1H-이미다졸-1-일)메틸]나프토에이트인 화합물을 제조하는 방법.
- 제7항 또는 제8항에 있어서, 염기가 트리에틸아민이고 용매가 클로로포름인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB929220068A GB9220068D0 (en) | 1992-09-23 | 1992-09-23 | Process |
GB9220068.2 | 1992-09-23 | ||
PCT/US1993/008390 WO1994006776A1 (en) | 1992-09-23 | 1993-09-07 | Process of synthesizing useful intermediates of substituted imidazole compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
KR950703536A true KR950703536A (ko) | 1995-09-20 |
KR100297505B1 KR100297505B1 (ko) | 2001-10-24 |
Family
ID=10722348
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019950701094A KR100297505B1 (ko) | 1992-09-23 | 1993-09-07 | 치환된이미다졸화합물의유용한중간체를제조하는방법 |
Country Status (37)
Country | Link |
---|---|
EP (1) | EP0662961B1 (ko) |
JP (1) | JPH08501307A (ko) |
KR (1) | KR100297505B1 (ko) |
CN (1) | CN1035613C (ko) |
AP (1) | AP418A (ko) |
AT (1) | ATE186531T1 (ko) |
AU (1) | AU676848B2 (ko) |
BG (1) | BG62328B1 (ko) |
BR (1) | BR9307201A (ko) |
CA (1) | CA2145181C (ko) |
CZ (1) | CZ282281B6 (ko) |
DE (1) | DE69327007T2 (ko) |
DK (1) | DK0662961T3 (ko) |
ES (1) | ES2137999T3 (ko) |
FI (1) | FI113170B (ko) |
GB (1) | GB9220068D0 (ko) |
GR (1) | GR3032015T3 (ko) |
HK (1) | HK1012357A1 (ko) |
HU (1) | HU224071B1 (ko) |
IL (1) | IL107047A (ko) |
MA (1) | MA22980A1 (ko) |
MX (1) | MX9305844A (ko) |
MY (1) | MY110202A (ko) |
NO (1) | NO304688B1 (ko) |
NZ (1) | NZ256223A (ko) |
OA (1) | OA10138A (ko) |
PH (1) | PH31154A (ko) |
PL (1) | PL173450B1 (ko) |
RO (1) | RO113146B1 (ko) |
RU (1) | RU2128174C1 (ko) |
SA (1) | SA93140423B1 (ko) |
SI (1) | SI9300494A (ko) |
SK (1) | SK281227B6 (ko) |
TW (1) | TW409124B (ko) |
UA (1) | UA41903C2 (ko) |
WO (1) | WO1994006776A1 (ko) |
ZA (1) | ZA936962B (ko) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5565577A (en) * | 1992-09-23 | 1996-10-15 | Smithkline Beecham Corporation | Process for preparing 1-alkyaryl-2-alkyl-5-formylimidazole |
GB9220068D0 (en) * | 1992-09-23 | 1992-11-04 | Smithkline Beecham Corp | Process |
AU2006282428A1 (en) | 2005-08-23 | 2007-03-01 | Ube Industries, Ltd. | Method for producing 1-substituted-5-acylimidazole compound |
KR101472686B1 (ko) * | 2013-07-09 | 2014-12-16 | 씨제이헬스케어 주식회사 | 벤즈이미다졸 유도체의 제조방법 |
CN103435617B (zh) * | 2013-08-22 | 2016-04-27 | 南京华安药业有限公司 | 一种6,7-二氢-5H-吡咯并[1,2-a]咪唑-2-甲醛的合成方法 |
CN115894192A (zh) * | 2022-12-05 | 2023-04-04 | 苏州诚和医药化学有限公司 | 一种2-溴丙二醛的合成方法、应用及2-溴丙二醛 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5671073A (en) * | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | Imidazole derivative |
US4482723A (en) * | 1983-04-11 | 1984-11-13 | Pfizer Inc. | Process for preparation of 4-acetyl-2-substituted-imidazoles |
US4602093A (en) * | 1984-02-08 | 1986-07-22 | Merck & Co., Inc. | Novel substituted imidazoles, their preparation and use |
DE3811621A1 (de) * | 1988-04-07 | 1989-10-26 | Merck Patent Gmbh | Verfahren zur herstellung von 1h-imidazol-5-carbon-saeureestern oder -nitrilen und von pyrrol-3,4-carbonsaeureestern oder -nitrilen sowie verwendung der hergestellten verbindungen zur synthese von pilocarpin |
US5234917A (en) * | 1989-12-29 | 1993-08-10 | Finkelstein Joseph A | Substituted 5-(alkyl)carboxamide imidazoles |
GB9220068D0 (en) * | 1992-09-23 | 1992-11-04 | Smithkline Beecham Corp | Process |
-
1992
- 1992-09-23 GB GB929220068A patent/GB9220068D0/en active Pending
-
1993
- 1993-09-07 EP EP93921386A patent/EP0662961B1/en not_active Expired - Lifetime
- 1993-09-07 JP JP6508126A patent/JPH08501307A/ja not_active Ceased
- 1993-09-07 BR BR9307201A patent/BR9307201A/pt active Search and Examination
- 1993-09-07 ES ES93921386T patent/ES2137999T3/es not_active Expired - Lifetime
- 1993-09-07 CZ CZ95708A patent/CZ282281B6/cs not_active IP Right Cessation
- 1993-09-07 NZ NZ256223A patent/NZ256223A/en not_active IP Right Cessation
- 1993-09-07 AU AU48496/93A patent/AU676848B2/en not_active Ceased
- 1993-09-07 UA UA95048355A patent/UA41903C2/uk unknown
- 1993-09-07 CA CA002145181A patent/CA2145181C/en not_active Expired - Fee Related
- 1993-09-07 DK DK93921386T patent/DK0662961T3/da active
- 1993-09-07 RO RO95-00556A patent/RO113146B1/ro unknown
- 1993-09-07 SK SK373-95A patent/SK281227B6/sk not_active IP Right Cessation
- 1993-09-07 DE DE69327007T patent/DE69327007T2/de not_active Expired - Lifetime
- 1993-09-07 KR KR1019950701094A patent/KR100297505B1/ko not_active IP Right Cessation
- 1993-09-07 WO PCT/US1993/008390 patent/WO1994006776A1/en active IP Right Grant
- 1993-09-07 AT AT93921386T patent/ATE186531T1/de active
- 1993-09-07 HU HU9500837A patent/HU224071B1/hu not_active IP Right Cessation
- 1993-09-07 RU RU95108600A patent/RU2128174C1/ru not_active IP Right Cessation
- 1993-09-17 PH PH46894A patent/PH31154A/en unknown
- 1993-09-17 AP APAP/P/1993/000565A patent/AP418A/en active
- 1993-09-20 MY MYPI93001904A patent/MY110202A/en unknown
- 1993-09-20 IL IL107047A patent/IL107047A/en not_active IP Right Cessation
- 1993-09-21 ZA ZA936962A patent/ZA936962B/xx unknown
- 1993-09-21 MA MA23293A patent/MA22980A1/fr unknown
- 1993-09-22 MX MX9305844A patent/MX9305844A/es unknown
- 1993-09-23 CN CN93119602A patent/CN1035613C/zh not_active Expired - Fee Related
- 1993-09-23 SI SI9300494A patent/SI9300494A/sl not_active IP Right Cessation
- 1993-10-13 TW TW082108450A patent/TW409124B/zh not_active IP Right Cessation
- 1993-12-18 SA SA93140423A patent/SA93140423B1/ar unknown
-
1995
- 1995-03-20 OA OA60627A patent/OA10138A/en unknown
- 1995-03-21 PL PL93308173A patent/PL173450B1/pl unknown
- 1995-03-22 FI FI951350A patent/FI113170B/fi not_active IP Right Cessation
- 1995-03-22 NO NO951082A patent/NO304688B1/no not_active IP Right Cessation
- 1995-03-23 BG BG99520A patent/BG62328B1/bg unknown
-
1998
- 1998-12-15 HK HK98113490A patent/HK1012357A1/xx not_active IP Right Cessation
-
1999
- 1999-11-30 GR GR990403109T patent/GR3032015T3/el unknown
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