反应详情

To a suspension of Intermediate AW (N-{4-[4-amino-7-formyl-6-(methoxymethyl)pyrrolo[2,1-f][1,2,4]triazin-5-yl]phenyl}-N′-[2-fluoro-5-(trifluoro-methyl)phenyl]urea (50 mg, 0.1 mmol)) and morpholine (0.01 ml, 0.12 mmol) in dichloroethane (3 ml) was added sodium triacetoxyborohydride (67 mg, 0.31 mmol). The reaction was stirred under N2 at rt for 16 h. The reaction mixture was diluted with CH2Cl2 and subsequently quenched with aqueous saturated NaHCO3. The organic phase was collected, dried (Na2SO4), concentrated and purified via column chromatography (95:5 v/v CH2Cl2-MeOH) to afford 26 mg of the title compound (yield 46%). 1H-NMR (DMSO-d6) 9.32 (s, 1H), 8.96 (d, J=2 Hz, 1H), 8.64 to 8.61 (dd, J=8, 2 Hz, 1H), 7.90 (s, 1H), 7.59 to 7.34 (m, 6H), 4.29 (s, 2H), 3.86 (s, 2H), 3.55 to 3.50 (m, 4H), 3.14 (s, 3H), 2.47-2.41 (m, 4H); MS [M+H]+=573.9; LCMS RT=2.53 min.

1. customsubsequently quenched with aqueous saturated NaHCO3
2. customThe organic phase was collected
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated
5. custompurified via column chromatography (95:5 v/v CH2Cl2-MeOH)