Ethyl Acetate → (5-Cyclopropyl-2,6-dimethoxy-pyrimidin-4-yl)-(3,5-dimethyl-phenyl)-acetonitrile

Participants

Reaction Conditions

Reaction Steps

3-Cyanomethyl-5-methyl-benzonitrile (97 mg, 0.621 mmol) and 4-chloro-5-cyclopropyl-2,6-dimethoxy-pyrimidine (140 mg, 0.652 mmol, 1.05 eq.) were dissolved in 2 mL DMF. Cool the reaction flask to 0° C. NaH (60%, 51 mg, 1.24 mmol, 2 eq.) was added portionwise at 0° C. The reaction was stirred at 0° C., then warmed up to room temperature for 2 hours. Ethyl acetate was added to the reaction mixture, followed by washing with brine. The organic layer was concentrated down and purified (silica gel, 0-50% EtOAC/hexane) to give white solid (67 mg, 33%). LC-MS shows 335.2 (M+1). 1H NMR (300 MHz, CDCl3): δ 7.58 (s, 1H), 7.50 (s, 1H), 7.43 (s, 1H), 5.82 (s, 1H), 4.0 (d, 6H), 2.4 (s, 3H), 1.43 (m, 1H), 1.09 (m, 2H), 0.64 (m, 2H).

Provenance & Evidence