反应详情

To a mixture of 1-(2-(2-(2-((6-(piperidin-4-yl)pyridin-3-yl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide 68 (0.069 g, 0.14 mmol) in anhydrous MeOH (2.0 mL) was added 37% aqueous formaldehyde (0.04 mL, 0.5 mmol) and sodium triacetoxyborohydride (0.147 g, 0.695 mmol). The mixture was stirred for 3 hours at room temperature under a nitrogen atmosphere and then quenched with sat. aq. NaHCO3 (30 mL). The aqueous phase was extracted with EtOAc (2×20 mL) and the combined organics were dried using a phase separation cartridge and concentrated in vacuo. Purification by prep-LCMS gave the title compound 69 (0.020 g, 29%) as the formic acid salt (2 equivs. determined by 1H NMR). LCMS-A: rt 4.802 min; m/z 525.3 [M+H]+.

1. customquenched with sat. aq. NaHCO3 (30 mL)
2. extractionThe aqueous phase was extracted with EtOAc (2×20 mL)
3. customthe combined organics were dried
4. customa phase separation cartridge
5. concentrationconcentrated in vacuo
6. customPurification by prep-LCMS