KR870002136A - 퍼골리드 중간체의 탈시안화방법 - Google Patents
퍼골리드 중간체의 탈시안화방법 Download PDFInfo
- Publication number
- KR870002136A KR870002136A KR1019860006712A KR860006712A KR870002136A KR 870002136 A KR870002136 A KR 870002136A KR 1019860006712 A KR1019860006712 A KR 1019860006712A KR 860006712 A KR860006712 A KR 860006712A KR 870002136 A KR870002136 A KR 870002136A
- Authority
- KR
- South Korea
- Prior art keywords
- alkali metal
- decyanation
- pergolide
- intermediates
- alcoholic solvent
- Prior art date
Links
- 238000007255 decyanation reaction Methods 0.000 title 1
- 239000000543 intermediate Substances 0.000 title 1
- YEHCICAEULNIGD-MZMPZRCHSA-N pergolide Chemical compound C1=CC([C@H]2C[C@@H](CSC)CN([C@@H]2C2)CCC)=C3C2=CNC3=C1 YEHCICAEULNIGD-MZMPZRCHSA-N 0.000 title 1
- 229960004851 pergolide Drugs 0.000 title 1
- 238000000034 method Methods 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- 230000001476 alcoholic effect Effects 0.000 claims 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- -1 alkali metal sodium hydroxide Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Description
Claims (6)
- 알콜성 용매중에서 알칼리금속 수산화물을 사용하여 구조식(Ⅱ)의 화합물을 탈시안화시킴을 특징으로 하여 구조식(Ⅰ)의 화합물을 제조하는 방법.
- 제1항에 있어서, 알콜성 용매가 다가알콜성 용매(여기에서, “다가”란 알콜중에 둘 이상의 하이드록실 그룹이 존재하는 것을 의미한다)인 방법.
- 제2항에 있어서, 다가 알콜성 용매가 에틸렌글리콜인 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 알칼리 금속 수산화물이 수산화칼륨인 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 알칼리금속 수산화나트륨인 방법.
- 제1항 내지 제5항중 어느 한 항에 있어서, 8-하이드록시메틸그룹의 배위가 β-배위인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US766,362 | 1985-08-16 | ||
US06/766,362 US4782152A (en) | 1985-08-16 | 1985-08-16 | Decyanation of pergolide intermediate |
US766362 | 1985-08-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870002136A true KR870002136A (ko) | 1987-03-30 |
KR870001540B1 KR870001540B1 (ko) | 1987-09-02 |
Family
ID=25076204
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860006712A KR870001540B1 (ko) | 1985-08-16 | 1986-08-14 | 퍼골리드 중간체의 탈시안화 방법 |
Country Status (9)
Country | Link |
---|---|
US (1) | US4782152A (ko) |
EP (1) | EP0213850B1 (ko) |
JP (1) | JPH0670048B2 (ko) |
KR (1) | KR870001540B1 (ko) |
AT (1) | ATE71377T1 (ko) |
CA (1) | CA1296324C (ko) |
DE (1) | DE3683332D1 (ko) |
HU (1) | HU196395B (ko) |
IL (1) | IL79711A0 (ko) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU196598B (en) * | 1986-04-25 | 1988-12-28 | Richter Gedeon Vegyeszet | Process for producing 1- and/or 8-substituted 2-halogenated ergoline derivatives and pharmaceutics comprising such compounds |
JP2534880B2 (ja) * | 1987-11-17 | 1996-09-18 | 東洋運搬機株式会社 | ホイルロ―ダの作業分析方法 |
US5463060A (en) | 1992-05-21 | 1995-10-31 | Eli Lilly And Company | One-pot process |
US6572879B1 (en) * | 1995-06-07 | 2003-06-03 | Alza Corporation | Formulations for transdermal delivery of pergolide |
IT1307934B1 (it) * | 1999-01-27 | 2001-11-29 | Poli Ind Chimica Spa | Processo per la preparazione di derivati alchimercaptometilergolinici. |
GB0409785D0 (en) * | 2004-04-30 | 2004-06-09 | Resolution Chemicals Ltd | Preparation of cabergoline |
US7339060B2 (en) | 2005-03-23 | 2008-03-04 | Resolution Chemicals, Ltd. | Preparation of cabergoline |
GB0505965D0 (en) * | 2005-03-23 | 2005-04-27 | Resolution Chemicals Ltd | Preparation of cabergoline |
US20070197576A1 (en) * | 2006-02-08 | 2007-08-23 | Resolution Chemicals Limited | Production of Cabergoline and Novel Polymorphic Form Thereof |
EP3197429B1 (en) | 2014-09-25 | 2024-05-22 | Boehringer Ingelheim Vetmedica GmbH | Combination treatment of sglt2 inhibitors and dopamine agonists for preventing metabolic disorders in equine animals |
WO2019234069A1 (en) | 2018-06-08 | 2019-12-12 | Boehringer Ingelheim Vetmedica Gmbh | Liquid pharmaceutical compositions comprising pergolide |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4166182A (en) * | 1978-02-08 | 1979-08-28 | Eli Lilly And Company | 6-n-propyl-8-methoxymethyl or methylmercaptomethylergolines and related compounds |
US4284775A (en) * | 1978-10-30 | 1981-08-18 | The Upjohn Company | 1,4-Diazabicyclooctane di-N,N'-quaternized compounds |
US4246265A (en) * | 1979-10-01 | 1981-01-20 | Eli Lilly And Company | 6-n-Propyl-8α-methoxymethyl or methylmercaptomethylergolines and related compounds |
-
1985
- 1985-08-16 US US06/766,362 patent/US4782152A/en not_active Expired - Lifetime
-
1986
- 1986-08-13 CA CA000515847A patent/CA1296324C/en not_active Expired - Lifetime
- 1986-08-13 IL IL79711A patent/IL79711A0/xx not_active IP Right Cessation
- 1986-08-14 AT AT86306281T patent/ATE71377T1/de active
- 1986-08-14 DE DE8686306281T patent/DE3683332D1/de not_active Expired - Lifetime
- 1986-08-14 KR KR1019860006712A patent/KR870001540B1/ko not_active IP Right Cessation
- 1986-08-14 EP EP86306281A patent/EP0213850B1/en not_active Expired - Lifetime
- 1986-08-15 JP JP61191954A patent/JPH0670048B2/ja not_active Expired - Lifetime
- 1986-08-15 HU HU863600A patent/HU196395B/hu not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
IL79711A0 (en) | 1986-11-30 |
KR870001540B1 (ko) | 1987-09-02 |
ATE71377T1 (de) | 1992-01-15 |
CA1296324C (en) | 1992-02-25 |
HU196395B (en) | 1988-11-28 |
HUT41777A (en) | 1987-05-28 |
EP0213850A2 (en) | 1987-03-11 |
JPS6245587A (ja) | 1987-02-27 |
EP0213850B1 (en) | 1992-01-08 |
EP0213850A3 (en) | 1988-01-20 |
US4782152A (en) | 1988-11-01 |
JPH0670048B2 (ja) | 1994-09-07 |
DE3683332D1 (de) | 1992-02-20 |
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