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An efficient and safe process for synthesis of doxylamine succinate

Author : Nilesh Shrigadi; Mahendra Bodake; Nitin Pradhan

Described herein is an improved synthesis of N,N-dimethyl-2-[1-phenyl-1-(pyridine -2-yl)ethoxy]ethanamine succinate (1). The synthesis comprises steps i) reacting compound of 2-acetylpyridine and bromobenzene in presence of magnesium turning, tetrahydrofuran and toluene solvents to obtained 2-pyridylphenylmethyl carbinol HCl (4) ii) reacting compound 4 with 2-dimethylaminoethyl chloride hydrochloride in presence of potassium hydroxide and toluene solvent to obtained N,N-dimethyl-2-[1-phenyl-1-(pyridine-2-yl)ethoxy]ethanamine (6) and iii) treatment of compound 6 with succinic acid in acetone solvent to obtain 1. The present work provides safe, robust and commercial viable manufacturing process for the synthesis of 1 having purity ≥ 99.5%.


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