Eicosatriynoic acid esters and amides and methods of preparation
US5310959A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | May 17, 1993 |
| Grant date | May 10, 1994 |
| Priority date | — |
| Expiry date | May 17, 2013 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D317/20
- WIPO fieldPharmaceuticals
- WIPO sectorChemistry
Abstract
Processes for preparing 5,8,11-eicosatriynoic acid as well as esters and amides thereof involves initially preparing the acid by reacting 1-decyne with 1,4-dihalo-2-butyne in the presence of a strong base to form 1-halo-2,5-tetradecadiyne which is then reacted with 5-hexynoic acid so as to form 5,8,11-eicosatriynoic acid. This acid can then be converted to the acid chloride form and reacted with an alcohol to form an ester or converted to a potassium salt and reacted with a halide also to form an ester, or after conversion to an acid chloride reacted with an amine in the presence of a tertiary amine to form an amide, or the acid can be reacted with carbonyldiimidazole in the presence of a solvent and excess amine to form an amide.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.