Ammonium Chloride → HCID 67252266, compound

Participants

Reaction Conditions

Reaction Steps

To a −78° C. solution of 2-{benzyl[(2-methylcyclopropyl)methyl]amino}-6-[(isopropylsulfonyl)(methyl)amino]-N-methoxy-N-methylisonicotinamide (860 mg, 1.81 mmol) from Step A in 6 mL dry THF was added methylmagnesium bromide (3.62 mL, 10.8 mmol, 3M solution in diethyl ether). The reaction mixture was allowed to slowly warm to 0° C. over 1 h, at which time it was poured onto 20 mL of sat. ammonium chloride and extracted with ethyl acetate (3×30 mL). The combined organics were washed with brine (30 mL), dried over sodium sulfate, and concentrated. Purification by automated flash chromatography (silica gel cartridge, 0-100% ethyl acetate/hexanes over 35 minutes) afforded N-(4-acetyl-6-{benzyl[(2-methylcyclopropyl)methyl]amino}pyridin-2-yl)-N-methylpropane-2-sulfonamide as a bright yellow solid. LCMS [M+H]=430.1.

Provenance & Evidence