Dimethylformamide → HCID 68671186, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1.93 g of (4-bromo-6-methylpyridin-2-yl)methyl 2,2,2-trifluoroacetate in 10 mL of DMF (degassed) was added 667 mg (5.68 mmol) of Zn(CN)2 and 689 mg (0.600 mmol) of Pd(PPh3)4. The mixture was stirred at 80° C. for about 4 h, and 233 mg of Pd(PPh3)4 was added. After 2.5 h, 50 mL of 10% NH4OH solution, and EtOAc were added. The aqueous layer was extracted with EtOAc, and the combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (1 to 5) % MeOH/CHCl3 provided 1.20 g of (4-cyano-6-methylpyridin-2-yl)methyl 2,2,2-trifluoroacetate as a yellow solid with some impurity.

Provenance & Evidence