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4-AMino-6-chloro-3-nitro-2-pyridinecarbonitrile synthesis

10synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 8 steps
1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.33 h / 25 °C
2: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C
3: sodium azide / water; acetone / 0.03 h / 25 °C
4: trifluoroacetic acid / benzene / 21 h / 90 °C
5: potassium carbonate / methanol / 7.5 h / 25 °C
6: sulfuric acid; nitric acid / -5 °C
7: sulfuric acid / 1 h / 0 - 100 °C
8: 1-methyl-pyrrolidin-2-one / 0.67 h / 180 °C

References:

Ehmke, Veronika;Winkler, Edwin;Banner, David W.;Haap, Wolfgang;Schweizer, W. Bernd;Rottmann, Matthias;Kaiser, Marcel;Freymond, Celine;Schirmeister, Tanja;Diederich, Francois [ChemMedChem,2013,vol. 8,# 6,p. 967 - 975]