A Facile Synthesis of 2-Aminonicotinaldehyde

Alan E. Moormann G. D. Searle & Co., Department of Medicinal Chemistry, G. I Diseases, 4901 Searle Parkway, Skokie, IL, 60077

Chung H. Yen G. D. Searle & Co., Department of Medicinal Chemistry, G. I Diseases, 4901 Searle Parkway, Skokie, IL, 60077

Stella Yu G. D. Searle & Co., Department of Medicinal Chemistry, G. I Diseases, 4901 Searle Parkway, Skokie, IL, 60077

Abstract

A synthesis of 2-aminonicotinaldehyde (1) which does not require chromatography and is easily scaled up has been developed. Bromination of 2-amino-3-picoline, protected as a phthalimide (4), produced the gem-dibromide (5), which was reacted with Nh₄OH. The imine intermediate (7) was hydrolyzed with acid, producing (1) in a 56% conversion from 4.

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A Facile Synthesis of 2-Aminonicotinaldehyde

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A Facile Synthesis of 2-Aminonicotinaldehyde

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