Improved synthesis of 2-amino-5-chlorophenyl-2'-pyrrylketone, a key intermediate in the synthesis of HIV Tat-antagonists

Article abstract of DOI:10.1016/0040-4020(94)01053-3

The reaction of a 2-phenylbenzoxazinone with pyrryl Grignard reagent is very efficient compared with that of a 2-methylbenzoxazinone. The title compound was prepared from 5-chloroanthranilic acid via the 2-phenylbenzoxazinone in 92% overall yield. This method was also successfully applied to the synthesis of 2-aminobenzophenones.