An efficient synthesis of 6-(4-chlorophenyl)-2, 2-dimethyl-7-phenyl-2, 3-dihydro-1H-pyrrolizine, a key intermediate in the licofelone synthesis
S Rádl, J Stach, J Černý, O Klecán
Index: Radl, Stanislav; Stach, Jan; Cerny, Josef; Klecan, Ondrej Collection of Czechoslovak Chemical Communications, 2009 , vol. 74, # 6 p. 1011 - 1022
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Abstract
Abstract An efficient synthesis of 6-(4-chlorophenyl)-2, 2-dimethyl-7-phenyl-2, 3-dihydro-1H- pyrrolizine, a key intermediate for the synthesis of licofelone, an anti-inflammatory drug currently undergoing evaluation of the phase-III clinical studies, is described. The method is based on a novel synthesis of unstable 5-benzyl-3, 3-dimethyl-3, 4-dihydro-2H-pyrrole, which is then treated with 2-bromo-1-(4-chlorophenyl) ethan-1-one. 2, 2-Dimethyl-5- ...
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