460748-71-4Relevant articles and documents
A facile and scaleable synthesis of ABT-239, a benzofuranoid H3 antagonist
Pu, Yu-Ming,Grieme, Timothy,Gupta, Ashok,Plata, Daniel,Bhatia, Ashok V.,Cowart, Marlon,Ku, Yi-Yin
, p. 45 - 50 (2012/12/24)
A facile and scaleable synthesis of a potent and selective histamine H 3 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 presence of a small amount of H2SO4. A Pd-catalyzed cross coupling reaction of the iodophenols (3b) with butyn-3-ol (4a) provided benzofuran (5) in one step in >80% yield, en route to 1. The new process required no chromatographic purification throughout the synthesis and was successfully demonstrated on scale-up to prepare 1.7 kg of the target ABT-239 (1).
PROCESS FOR PREPARING AMINE-SUBSTITUTED BENZOFURANS
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Page 10, (2010/11/30)
The present invention relates to processes for preparing amine substituted benzofurans, and more particularly 4-(2-{2-[(2R)-2-methyl-1-pyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile, and salts thereof. Compounds prepared by the processes of the invention have demonstrated activity as histamine-3 receptor ligands.
