反应详情

To a suspension of palladium on carbon (0.063 g, 0.059 mmol) in ethanol (1 mL) under nitrogen was added N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-1-(1-methylethyl)-6-(4-pyridinylethynyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (0.13 g, 0.295 mmol) and then ethanol (5 mL) and tetrahydrofuran (THF) (1.5 mL). The suspension was stirred under an atmosphere of hydrogen (ca. 1 atm, balloon) overnight. The reaction mixture was then evacuated with nitrogen, and diluted with 10% MeOH/DCM. Celite was added and the contents stirred for 15 min., and then filtered through Celite (analytical grade) and washed with 10% MeOH/DCM. The filtrate was concentrated in vacuo and purified by silica gel chromatography (eluent: gradient of 5-95%. Dichloromethane/Chloroform containing 10% 2M ammonia (in methanol). The collected solid was dried in vacuum oven at 45° C. for 18 h. The final product was collected as 0.112 g (84%). LCMS E-S (M+H)=445.3. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.46 (d, J=6.57 Hz, 6 H), 2.13 (s, 3 H), 2.21 (s, 3 H), 3.08-3.18 (m, 2 H), 3.22-3.29 (m, 2 H), 4.36 (d, J=5.05 Hz, 2 H), 5.18 (quin, J=6.69 Hz, 1 H), 5.90 (s, 1 H), 7.28 (d, J=6.06 Hz, 2 H), 7.53 (s, 1 H), 8.26 (s, 1 H), 8.38-8.47 (m, 2 H), 8.72 (t, J=5.05 Hz, 1 H), 11.56 (s, 1 H).

1. customThe reaction mixture was then evacuated with nitrogen
2. additiondiluted with 10% MeOH/DCM
3. additionCelite was added
4. stirringthe contents stirred for 15 min.
5. filtrationfiltered through Celite (analytical grade)
6. washwashed with 10% MeOH/DCM
7. concentrationThe filtrate was concentrated in vacuo
8. custompurified by silica gel chromatography (eluent
9. customThe collected solid was dried in vacuum oven at 45° C. for 18 h
10. customThe final product was collected as 0.112 g (84%)