A facile and scaleable synthesis of ABT-239, a benzofuranoid H3 antagonist

…, T Grieme, A Gupta, D Plata, AV Bhatia…

Index: Pu, Yu-Ming; Grieme, Timothy; Gupta, Ashok; Plata, Daniel; Bhatia, Ashok V.; Cowart, Marlon; Ku, Yi-Yin Organic Process Research and Development, 2005 , vol. 9, # 1 p. 45 - 50

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Citation Number: 32

Abstract

A facile and scaleable synthesis of a potent and selective histamine H3 receptor antagonist, ABT-239 (1), was developed starting from commercially available 4'-hydroxy-biphenyl-4- carbonitrile (2). The synthesis comprised four chemical steps and a salt formation step with an overall yield of 40%. A highly selective monoiodination of a phenol was developed and used to prepare iodophenol (3b) in near quantitative yield using NIS in AcOH in the ...