Sodium borohydride → HCID 86680236, compound

Participants

Reaction Steps

To a stirred solution of 2-(4-cyano-3-methylphenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (147 mg, 0.34 mmol) in ethanol was cooled to 0° C. and added NiCl2.6H2O (80 mg, 0.34 mmol) and stirred more than 15 mins. Sodium borohydride (81 mg, 2.35 mmol) was then added in small portions. The reaction was exothermic and effervescent. The resulting reaction mixture was allowed to warm to room temperature and left to stir for 2 h. The mixture was filtered using celite pad. The filtrate was concentrated was evaporated. The residue was dissolved in ethylacetate and washed with water and brine, but when it does not separate easily, small amount of 1N HCl and saturated NaHCO3 was used. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. 2-(4-(Aminomethyl)-3-methylphenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (83 mg) was obtained as 56% yield.

Provenance & Evidence