Chloroacetyl chloride → 2-(2-Chloroacetamido)-6-methylbenzoic acid

Participants

Reaction Steps

The synthetic scheme for the preparation of 2-((6-amino-9H-purin-9-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one, 1, is shown in FIG. 1. 2-amino-6-methylbenzoic acid, 1″, is reacted with 2-chloroacetyl chloride to produce the 2-(−2-chloroacetamido)-6-methylbenzoic acid, 2″. Reaction with o-toluidine and phosphoryl trichloride yields the cyclized intermediate, 3″. Further reaction with diBOC-protected adenine give the BOC protected product, 4″, which is deprotected resulting in 2-((6-amino-9H-purin-9-yl)methyl)-5-methyl-3-o-tolylquinazolin-4(3H)-one, 1.

Provenance & Evidence