CA2192357A1 - Process for the preparation of 2-(1-azabicyclo(2.2.2)oct-3-yl) -2,4,5,6-tetrahydro-1h-benz(de)isoquinolin-1-one and intermediate product - Google Patents
Process for the preparation of 2-(1-azabicyclo(2.2.2)oct-3-yl) -2,4,5,6-tetrahydro-1h-benz(de)isoquinolin-1-one and intermediate productInfo
- Publication number
- CA2192357A1 CA2192357A1 CA002192357A CA2192357A CA2192357A1 CA 2192357 A1 CA2192357 A1 CA 2192357A1 CA 002192357 A CA002192357 A CA 002192357A CA 2192357 A CA2192357 A CA 2192357A CA 2192357 A1 CA2192357 A1 CA 2192357A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- compound
- converting
- acid addition
- compounds
- 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.)
- Granted
Links
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to novel processes for preparing compounds of formula (2) which process comprises (A) dehydrating the compounds of formula (3), or (B) separating the compound of formula (2) into individual stereoisomers, or (C) converting the compound of formula (2) to a pharmaceutically acceptable acid addition salt, or (D) converting an acid addition salt of the compound of formula (2) into non-salt form, and of compounds of formula (1) which process comprises (A) and (B) dehydrating the compound of formula (3) and hydrogenating this compound to give a diastereomeric mixture of 1, or (C) separating the diastereomeric mixture into individual stereoisomers or mixtures of them, or (D) converting the compound of formula (1) to a pharmaceutically acceptable acid addition salt, or (E) converting an acid addition salt of the compound of formula (1) to non-salt form. The invention relates also to the novel compound of formula (3) and to a process for preparing it.
The compounds of formulae (2 and 1) are potent 5-HT3 receptor antagonists and are useful for treating a condition chosen from emesis, a gastrointestinal disorder, anxiety/depressive state, and pain.
The compounds of formulae (2 and 1) are potent 5-HT3 receptor antagonists and are useful for treating a condition chosen from emesis, a gastrointestinal disorder, anxiety/depressive state, and pain.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/272,715 | 1994-07-08 | ||
| US08/272,715 US5567818A (en) | 1994-07-08 | 1994-07-08 | Processes for preparing 2-(1-azabicyclo[2.2.2]oct-3-yl)-1H-benz[de] isoquinolin-1-one derivatives and intermediates useful therein |
| PCT/EP1995/002556 WO1996001824A1 (en) | 1994-07-08 | 1995-07-01 | Process for the preparation of 2-(1-azabicyclo(2.2.2)oct-3-yl) -2,4,5,6-tetrahydro-1h-benz(de)isoquinolin-1-one and intermediate product |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2192357A1 true CA2192357A1 (en) | 1996-01-25 |
| CA2192357C CA2192357C (en) | 2006-06-27 |
Family
ID=36644831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002192357A Expired - Lifetime CA2192357C (en) | 1994-07-08 | 1995-07-01 | Process for the preparation of 2-(1-azabicyclo(2.2.2)oct-3-yl) -2,4,5,6-tetrahydro-1h-benz(de)isoquinolin-1-one and intermediate product |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2192357C (en) |
-
1995
- 1995-07-01 CA CA002192357A patent/CA2192357C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2192357C (en) | 2006-06-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20150702 |