Regioselective synthesis of quinazoline containing novel monoaryl ethers at room temperature

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.