Regioselective synthesis of quinazoline containing novel monoaryl ethers at room temperature

Abstract

We are herein reporting the regioselective synthesis of quinazoline containing novel monoaryl ethers (quinazoline‐O‐Ar) (3a‐3j) at room temperature without any catalyst. From commercially available 2,4‐dichloro‐6,7‐dimethoxyquinazoline (1), 4‐chloro was selectively substituted with variety of electronically rich, electronically poor and electronically neutral phenols (2a‐2j). Reaction was carried out in DMF and NaH for 4‐6 hours at room temperature in fairly good yield. The products were purified (>98% pure, hplc) by crystallization to avoid the use of column chromatography.