Dichloromethane → 5-chloro-2-{4-[(1R,2S)-2-(2-{3-fluoro-4-[(5-methyl-1,3-oxazol-2-yl)methyl]phenoxy}ethyl)cyclopropyl]piperidin-1-yl}pyrimidine

Participants

Reaction Steps

To a solution of 2-[4-(2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)-2-fluorophenyl]-N-ethynylacetamide (20 mg, 0.042 mmol) in a 10:1 solution of DCM:acetonitrile (0.55 mL) was added gold chloride (˜1.3 mg, 0.004 mmol) and the resulting mixture stirred at room temperature for 2 days. The mixture was concentrated under reduced pressure. The material was purified using preparative RP-HPLC eluting with a gradient of 10-90% acetonitrile in water with 0.05% TFA buffer to afford the title compound. HPLC/MS; 1.52 min (2 minute run), 471 (M+H)+. GPR119 Human EC50: 2.5 nM

Provenance & Evidence