Formaldehyde → 1-(2-(2-(5-Methyl-2-((1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

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To a solution of 1-(2-(2-(5-methyl-2-((1-(piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A44 (0.064 g, 0.14 mmol) in MeOH (12 mL) was added formaldehyde solution (37% in water, 32 μL, 0.43 mmol) and sodium triacetoxyborohydride (0.122 g, 0.575 mmol) under a nitrogen atmosphere. The mixture was stirred at room temperature for 4 hours before concentrating under reduced pressure. The mixture was diluted with sat. aq. NaHCO3 (20 mL) and the aqueous phase was extracted with EtOAc (3×25 mL). The combined organics were washed with brine, and dried (MgSO4) before the solvent was removed in vacuo to give the title compound 48 as a white solid (0.035 g, 53%). LCMS-D: rt 2.89 min; m/z 460 [M+H]+.

Provenance & Evidence