2013Journal of Heterocyclic ChemistryRequires access

Improved Synthesis of 2‐Chloro‐3‐amino‐4‐methylpyridine

Qian Zhao, Hangeng Chen, Chao Qian, Xinzhi Chen

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Abstract

2‐Chloro‐3‐amino‐4‐methylpyridine (1), a key intermediate in the synthesis of nervirapine, was prepared from 2‐cyanoacetamide and 4,4‐dimethoxyl‐2‐butanone via condensation, cyclization, one‐pot reaction of chlorination and hydrolysis, and Hofmann reaction. Utilization of the quadratic orthogonal test resulted in a high yield (62.1%) of the whole process.

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What this paper is about

2‐Chloro‐3‐amino‐4‐methylpyridine (1), a key intermediate in the synthesis of nervirapine, was prepared from 2‐cyanoacetamide and 4,4‐dimethoxyl‐2‐butanone via condensation, cyclization, one‐pot reaction of chlorination and hydrolysis, and Hofmann reaction. Utilization of the quadratic orthogonal test resulted in a high yield (62.1%) of the whole process.

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Available abstract

2‐Chloro‐3‐amino‐4‐methylpyridine (1), a key intermediate in the synthesis of nervirapine, was prepared from 2‐cyanoacetamide and 4,4‐dimethoxyl‐2‐butanone via condensation, cyclization, one‐pot reaction of chlorination and hydrolysis, and Hofmann reaction. Utilization of the quadratic orthogonal test resulted in a high yield (62.1%) of the whole process.

Key concepts: Chemistry, Yield (engineering), Cyanoacetamide, Condensation, Hydrolysis, Organic chemistry, Medicinal chemistry, Combinatorial chemistry

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