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Synthesis 1994; 1994(2): 207-211
DOI: 10.1055/s-1994-25440
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Azoalkene Route to Methyl 2,5-Dimethyl-4-[2-(phenylmethyl)benzoyl]-1H-pyrrole-3-carboxylate (FPL 64176) and Analogues: Synthesis of 1-(BOC-amino)pyrrole-3-carboxylates and Their Conversion to 1H-Pyrroles via 1-Aminopyrroles

Andrew J. G. Baxter* , John Fuher, Simon J. Teague
  • *Department of Medicinal Chemistry, Fisons plc, Pharmaceutical Division, Research and Development Laboratories, Bakewell Road, Loughborough, Leicestershire LE11 ORH, England
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Publication Date:
17 September 2002 (online)

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A new route to the calcium channel activator methyl 2,5-dimethyl-4-[2-(phenylmethyl)benzoyl]-1H-pyrrole-3-carboxylate (FPL 64176) and analogues is presented. Reaction of activated diones with BOC-azoalkenes gave pyrroles with the required functionality but having an extra 1-(BOC-amino) substituent. This group was readily removed in two steps to give the required 1H-pyrroles.

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