Methods for the synthesis of chemical compounds having PDE-IV inhibitory activity

US5864037A · kind A · utility

Assignee

• Euro-Celtique S.A. · LU

Inventors

• Mark Chasin · Manalapan, US
• David Cavalla · Cambridge, GB
• Peter Hofer · Liestal, CH

Key dates

• Filing date: Jun 6, 1996
• Grant date: Jan 26, 1999
• Expiry date: Jun 6, 2016

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P43/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Disclosed is a process for the preparation of a compound of Formula IV having the structure: ##STR1## wherein R.sub.6 is N(R.sub.6a)(R.sub.6b); PA1 R.sub.3 represents a C.sub.2-8, alkyl which is unbranched or branched and unsubstituted or substituted; C.sub.3-8 cycloalkyl which is unsubstituted or substituted; C.sub.4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted; aryl or benzyl which is optionally unsubstituted or substituted; ar(C.sub.1-4)alkyl; a heterocyclyl group, ring optionally substituted; heterocyclyl (C.sub.1 -C.sub.4) alkyl ring optionally substituted; which comprises: PA1 (a) treating a compound of Formula I: ##STR2## with an effective amount of a dethionating agent to produce a compound of Formula II: ##STR3## (b) treating a compound of Formula II with an effective halogenating agent under conditions effective to produce a compound of Formula III: ##STR4## and (c) treating a compound of Formula III with an effective aminating agent under conditions effective to produce a compound of Formula IV.