HCID 67980820, compound → HCID 67981016, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of methyl 6-((4′-(trifluoromethyl)biphenyl-4-yl)methyleneamino)nicotinate (600 mg, 1.56 mmol) in tetrahydrofuran (10 mL) was added cyclopropylmagnesium bromide (5 mL, 2N in THF, 8 mmol). The reaction was stirred at 0° C. for 1 hr, then warmed to room temperature and left stirring for 12 h. The reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate (3×15 mL). The combined organics were dried over sodium sulfate, filtered and concentrated. Purification by preparative TLC (5:1 petroleum ether:ethyl acetate) gave methyl 6-(cyclopropyl(4′-(trifluoromethyl)biphenyl-4-yl)methylamino)nicotinate (130 mg).

Provenance & Evidence