2-(Tri-n-butylstannyl)oxazole → 5-ethyl-2-{4-[(1R,2R)-2-({[4-(1,3-oxazol-2-yl)benzyl]oxy}methyl)cyclopropyl]piperidin-1-yl}pyrimidine

Participants

Reaction Conditions

Reaction Steps

The product of step A (100 mg, 0.2 mmol), Pd(PPh3)2Cl2 (16 mg, 0.02 mmol), and 2-(tributylstannyl)oxazole (125 mg, 0.35 mmol) were dissolved in toluene (2.5 mL), and the solution was heated at 90° C. for 18 h. Silica gel was added, and the slurry was subjected to silica gel column chromatography (2/1 EtOAc/hexanes) to provide the title compound. MS (ESI) m/z 419 [M+H]+. GPR119 Human EC50: 12 nM

Provenance & Evidence