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Synthesis of bosutinib from 3-methoxy-4-hydroxybenzoic acid.

Molecules (Basel, Switzerland) (2010-07-27)
Xiao Jia Yin, Guan Hong Xu, Xu Sun, Yan Peng, Xing Ji, Ke Jiang, Fei Li
ABSTRACT

This paper reports a novel synthesis of bosutinib starting from 3-methoxy-4-hydroxybenzoic acid. The process starts with esterification of the starting material, followed by alkylation, nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized by (1)H-NMR, (13)C-NMR, MS and the purities of all the compounds were determined by HPLC.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
3,3-Diethoxypropionitrile, 95%
Sigma-Aldrich
Vanillic acid, purum, ≥97.0% (HPLC)