Traceless solid phase synthesis of indole derivatives
US5919947A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Sep 2, 1998 |
| Grant date | Jul 6, 1999 |
| Priority date | — |
| Expiry date | Sep 2, 2018 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D209/14
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention relates to a traceless solid phase process for the preparation of an indole derivative, which comprises the following steps: (1) reaction of an optionally substituted 2-iodoaniline derivative via the nitrogen atom of the NH.sub.2 moiety thereof with a dihydropyran-functionalized polymeric resin under conditions effective to form an aminal linkage; (2) reaction of the tetrahydropyran aminal derivative thereby obtained with an acetylene derivative in the presence of a transition metal catalyst under conditions effective to promote indole formation; (3) treatment of the product thereby obtained with acid, whereby the aminal linkage is cleaved and the desired indole derivative is liberated from the resin; and (4) isolation of the desired indole derivative thereby obtained.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.