Synthesis of intermediates useful in preparing tricyclic compounds
US6372909B1 · kind B1 · utility
Assignee
Inventors
Key dates
| Filing date | Nov 18, 1999 |
| Grant date | Apr 16, 2002 |
| Priority date | — |
| Expiry date | Nov 18, 2019 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D221/16
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Disclosed is a process for preparing a compound having the formula: wherein R, R1, R2, R3, and R4 are independently selected from the group consisting of H, Br, Cl, F, alkyl, or alkoxy, by(A) reacting a compound having the formula  wherein RA, RC, RD, and RE are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R5 is aryl or heteroaryl, witha dehydrating agent to produce an imine having the formula: (B) hydrolyzing the imine produced in step (A) to produce the compound having formula (I). Also disclosed are novel intermediates having the formula:  wherein RA, RB, RC, RD, and RE are independently selected from the group consisting of H, halo, alkyl, or alkoxy, and R5 is aryl or heteroaryl. Also disclosed is a process for preparing a compound having the formula:  comprising:reacting a compound having the formula:  with NH2R5 in the presence of a palladium catalyst, carbon monoxide, a base, and an ether selected from the group consisting of: CH3OCH2CH2OCH3; CH3OCH2CH2OCH2CH2OCH3; and CH3OCH2CH2OCH2CH2OCH2CH2OCH3, wherein X is H, Br, Cl, or F, and R5 is aryl or heteroaryl. The compounds made by these processes are useful intermed…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.