反应详情

A solution of 1-(2-(2-(5-methyl-2-((6-(piperidin-4-yl)pyridin-3-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A46 (0.121 g, 0.265 mmol) in MeOH (10 mL) was treated with formaldehyde solution (37% in water, 59 μL, 0.80 mmol) and sodium triacetoxyborohydride (0.225 g, 1.06 mmol) and stirred at room temperature for 3 hours. The mixture was concentrated in vacuo, aq. NaOH (2 M, ˜30 mL) was added and the aqueous phase was extracted with EtOAc (3×30 mL). The organics were combined, washed with brine, dried (MgSO4) and the solvent evaporated under reduced pressure to give a colourless oil. The oil was taken up in DCM and cyclohexane was added until a white precipitate formed. The suspension was sonicated for 10 minutes and the solid was isolated by vacuum filtration and dried under high vacuum for 4 hours to give the title compound 49 as a white solid (0.051 g, 41%). LCMS-D: rt 3.13 min; m/z 471 [M+H]+.

1. concentrationThe mixture was concentrated in vacuo, aq. NaOH (2 M, ˜30 mL)
2. additionwas added
3. extractionthe aqueous phase was extracted with EtOAc (3×30 mL)
4. washwashed with brine
5. dry with materialdried (MgSO4)
6. customthe solvent evaporated under reduced pressure
7. customto give a colourless oil
8. customformed
9. customThe suspension was sonicated for 10 minutes
10. customthe solid was isolated by vacuum filtration
11. customdried under high vacuum for 4 hours