JPS5728046A - Preparation of 4-substituted indole - Google Patents
Preparation of 4-substituted indoleInfo
- Publication number
- JPS5728046A JPS5728046A JP10349480A JP10349480A JPS5728046A JP S5728046 A JPS5728046 A JP S5728046A JP 10349480 A JP10349480 A JP 10349480A JP 10349480 A JP10349480 A JP 10349480A JP S5728046 A JPS5728046 A JP S5728046A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- useful
- raw material
- derivative
- substituted indole
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Indole Compounds (AREA)
Abstract
PURPOSE: To obtain a 4-substituted indole useful as a raw material for a medicine or an agricultural chemical industrially and advantagenously, by reducing a β- dimethylaminostyrene derivative in the presence of a solvent.
CONSTITUTION: A β-dimethylaminostyrene derivative of formula I (R1 is 1W4C alkyl, acetyl or benzyl) is reduced with preferably titanium trichloride as a reducing agent in the presence of a solvent to give a 4-substituted indole of formula II. The raw material compound of formula I is obtained readily in high yield by reacting an o-nitrotoluene derivative of formula III with N,N-dimethyformamide dimethyl acetal. A compound of formula IV in formula II can be readily converted into 4-hydroxyindole by the catalytic reduction, and the compound is useful as a raw material for pindolol useful as an antiarrhythmic agent or hypotensive agent.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10349480A JPS5728046A (en) | 1980-07-28 | 1980-07-28 | Preparation of 4-substituted indole |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10349480A JPS5728046A (en) | 1980-07-28 | 1980-07-28 | Preparation of 4-substituted indole |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5728046A true JPS5728046A (en) | 1982-02-15 |
Family
ID=14355540
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10349480A Pending JPS5728046A (en) | 1980-07-28 | 1980-07-28 | Preparation of 4-substituted indole |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5728046A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS52147335A (en) * | 1976-05-31 | 1977-12-07 | Metallgesellschaft Ag | Method of executing exothermig process |
JPS6237608A (en) * | 1985-08-07 | 1987-02-18 | フオスタ−・ホイ−ラ−・エナ−ジイ・コ−ポレイシヨン | Method of operating fluidized bed type reactor |
JPH0646115U (en) * | 1992-11-19 | 1994-06-24 | 新日本製鐵株式会社 | Structure of heat transfer surface in combustion chamber of circulating fluidized bed apparatus |
WO2001044185A1 (en) * | 1999-12-16 | 2001-06-21 | Eli Lilly And Company | Carbon monoxide-based synthesis of spla2 inhibitors |
US10519175B2 (en) | 2017-10-09 | 2019-12-31 | Compass Pathways Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11564935B2 (en) | 2019-04-17 | 2023-01-31 | Compass Pathfinder Limited | Method for treating anxiety disorders, headache disorders, and eating disorders with psilocybin |
-
1980
- 1980-07-28 JP JP10349480A patent/JPS5728046A/en active Pending
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS52147335A (en) * | 1976-05-31 | 1977-12-07 | Metallgesellschaft Ag | Method of executing exothermig process |
JPS5913644B2 (en) * | 1976-05-31 | 1984-03-31 | メタル ゲゼルシャフト アクチェン ゲゼルシャフト | How to carry out the exothermic process |
JPS6237608A (en) * | 1985-08-07 | 1987-02-18 | フオスタ−・ホイ−ラ−・エナ−ジイ・コ−ポレイシヨン | Method of operating fluidized bed type reactor |
JPH0343524B2 (en) * | 1985-08-07 | 1991-07-02 | Foster Wheeler Energy Corp | |
JPH0646115U (en) * | 1992-11-19 | 1994-06-24 | 新日本製鐵株式会社 | Structure of heat transfer surface in combustion chamber of circulating fluidized bed apparatus |
WO2001044185A1 (en) * | 1999-12-16 | 2001-06-21 | Eli Lilly And Company | Carbon monoxide-based synthesis of spla2 inhibitors |
US10954259B1 (en) | 2017-10-09 | 2021-03-23 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US10947257B2 (en) | 2017-10-09 | 2021-03-16 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US10519175B2 (en) | 2017-10-09 | 2019-12-31 | Compass Pathways Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11149044B2 (en) | 2017-10-09 | 2021-10-19 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11180517B2 (en) | 2017-10-09 | 2021-11-23 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11447510B2 (en) | 2017-10-09 | 2022-09-20 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11505564B2 (en) | 2017-10-09 | 2022-11-22 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11629159B2 (en) | 2017-10-09 | 2023-04-18 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11851451B2 (en) | 2017-10-09 | 2023-12-26 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11939346B2 (en) | 2017-10-09 | 2024-03-26 | Compass Pathfinder Limited | Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use |
US11564935B2 (en) | 2019-04-17 | 2023-01-31 | Compass Pathfinder Limited | Method for treating anxiety disorders, headache disorders, and eating disorders with psilocybin |
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