反应详情

Into a 10 mL round-bottom flask, was placed a solution of 3-[(3R)-3-[4-amino-3-[4-(2-fluorophenoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-3-oxopropanenitrile (60 mg, 0.13 mmol, 1.00 equiv) in methanol (10 mL), cyclopropane-carbaldehyde (50 mg, 0.71 mmol, 5.61 equiv), and piperidine (70 mg, 0.82 mmol, 6.46 equiv). The resulting solution was stirred for 30 min at room temperature and then concentrated under vacuum. The residue was loaded onto a silica gel column and eluted with dichloromethane/methanol (100:1) to give 0.015 g (23%) of the title compound as an off-white solid. LC-MS0: (ES, m/z): 524 [M+H]+. H-NMR (CD3OD, ppm) 8.270 (1H, s), 7.711 (2H, d), 7.316˜7.242 (4H, m), 7.149 (2H, d), 6.450 (1H,d), 4.872 (1H,s), 4.192 (1H,s), 3.966 (2H,d), 3.556˜3.488 (1H,m), 2.392˜2.363 (1H,m), 2.253˜2.209 (2H,m), 1.951 (1H,s); 1.306-1.181 (3H, m); 0.918˜0.793 (2H, m)

1. customInto a 10 mL round-bottom flask, was placed
2. concentrationconcentrated under vacuum
3. washeluted with dichloromethane/methanol (100:1)