Several thieno[2,3‐d]pyrimidines have been prepared by intramolecular cyclisation of 6‐(substituted methylthio)‐5‐pyrimidinecarbaldehyde and carbonitrile intermediates derived from 6‐chloropyrimidine‐5‐carbaldehydes and 5‐carbonitriles and methyl thioglycolate or 5‐formylpyrimidine‐4‐(3H)‐thiones and appropriate α‐halogeno compounds. Thienopyrimidines 18 and 5c were nitrated to the corresponding nitro compounds 23 and 24. Hydrolysis at position 4 of compound 18 also occurred during nitration. The ester 5g was hydrolysed in base to the acid 25.
We have synthesized pyrrolo[1,2‐α][1,4]benzodiazepine 6 and pyrrolo[2,1‐c][1,4]benzodiazocines 12 and 13 from the corresponding 1‐arylpyrrole 1d and 1‐benzylpyrroles 7a and 7b by routes involving four and five steps, respectively.
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