反应详情

温度

40 °C

To a solution of 5-(Benzyloxy)-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde (50 mg, 0.12 mmol, Intermediate 62) in DCE (3 mL) was added N-methyl ethanolamine, 22 mg (0.26 mmol) and sodium triacetoxyborohydride, 80 mg (0.38 mmol) and the mixture was heated in a sealed test tube at 40° C. over night. The solvent was removed at reduced pressure and the residue was dissolved in MeOH (2 mL), 10% Pd/C, 20 mg was added and the mixture was flushed with N2, NH4+HCOO− (50 mg, 0.8 mmol) was added, the reaction mixture was again flushed with N2 and the reaction mixture was stirred at 40° C. over night. The solvent was removed at reduced pressure, the semisolid was taken up between CHCl3/H2O, washed with H2O (×1), brine (×1), dried (MgSO4) and the solvent was removed at reduced pressure. A sample was withdrawn and purified with on a preparative HPLC, method B, to yield 6.3 mg of a colorless oil. MS (ESI+) for C18H20N2O4S m/z 361 (M+H)+.

1. customThe solvent was removed at reduced pressure
2. dissolutionthe residue was dissolved in MeOH (2 mL)
3. addition10% Pd/C, 20 mg was added
4. additionwas added
5. customthe reaction mixture was again flushed with N2
6. customThe solvent was removed at reduced pressure
7. washwashed with H2O (×1), brine (×1)
8. dry with materialdried (MgSO4)
9. customthe solvent was removed at reduced pressure
10. customA sample was withdrawn
11. custompurified with on a preparative HPLC, method B