反应详情

To a mixture of 1-[1-(3-azetidin-3-yl-5-chloro-2-ethoxy-4-fluorophenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride (49 mg, 0.10 mmol), acetone (8.28 μL, 0.113 mmol), and triethylamine (44.3 μL, 0.318 mmol) in dichloromethane (0.67 mL) was added sodium triacetoxyborohydride resin (89 mg, 0.20 mmol). The resulting mixture was stirred overnight at room temperature. The mixture was filtered and concentrated and then purified by preparative LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.05% TFA, at flow rate of 60 mL/min) to give the racemic product. LCMS: found m/z=447.2 (M+H)+. The racemic mixture was separated by chiral HPLC (column IA, eluting with 5% ethanol/95% hexanes, at flow rate 18 mL/min) to give two peaks (isomer 1:9.5 mg, 21%; isomer 2: 9.2 mg, 20%).

1. filtrationThe mixture was filtered
2. concentrationconcentrated
3. custompurified by preparative LCMS (XBridge C18 column
4. washeluting with a gradient of acetonitrile/water containing 0.05% TFA, at flow rate of 60 mL/min)
5. customto give the racemic product
6. customThe racemic mixture was separated by chiral HPLC (column IA, eluting with 5% ethanol/95% hexanes, at flow rate 18 mL/min)
7. customto give two peaks (isomer 1:9.5 mg, 21%; isomer 2: 9.2 mg, 20%)