Synthesis of derivatives of 3-acetyl-2-aminopyrrole and pyrrolo[2,3-d]pyrimidine from monoacetylketene aminals

Article abstract of DOI:10.1007/BF01431814

A new scheme for the synthesis of pyrrolo[2,3-d]pyrimidines from monoacetylketene aminals was proposed. Reactions of monoacetylketene N-benzoyl- and N-acetylaminals with α-bromoacetophenone afforded the corresponding 3-acetyl-2-acylamino-5-phenyl-1H-pyrroles, which underwent cyclization to 2,4,6-trisubstituted 7H-pyrrolo[2,3-d]pyrimidines under the action of ammonium acetate in boiling BuOH.