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56149-32-7

N-Butyl-2-chloronicotinamide synthesis

3synthesis methods
-

Yield:56149-32-7 70%

Reaction Conditions:

in dichloromethane at 0 - 20; for 4 h;

Steps:

5.1.11 General procedure for the preparation of 9a-d

General procedure: The mixture of 2-chloronicotinoylchloride (8) in last step was dissolved in anhydrous CH2Cl2 (10 mL) and then added dropwise to a CH2Cl2 (10 mL) solution of the corresponding amine (15 mmol) cooled at 0 °C under stirring. The mixture was allowed to warm to room temperature and stirring was continued for additional 4 h. After treatment of the reaction mixture with a 5% solution of sodium hydroxide (15 mL) and separation of the organic layer, the aqueous phase was extracted with ethyl acetate (3 × 15 mL) to recover further product. The combined organic extracts were dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel using dichloromethane/acetone (30:1).

References:

Zhang, Zhichao;Liu, Chengwu;Li, Xiangqian;Song, Ting;Wu, Zhiyong;Liang, Xiaomeng;Zhao, Yan;Shen, Xiaoyun;Chen, Hongbo [European Journal of Medicinal Chemistry,2013,vol. 60,p. 410 - 420]