反应详情

To a cold (0° C.), stirred solution of 1.56 g of N-(4-chlorobenzyl)-2-formyl-4-methyl-7-oxo-3-{[2-(trimethylsilyl)ethoxy]methyl}-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide And 0.91 mL of acetic acid in 32 mL of CH2Cl2 is added 1.7 g of sodium triacetoxyborohydride. The ice bath is removed and the reaction allowed to stir at room temperature for 4 h, then partitioned between chloroform and aq. NaHCO3. The organic phase is dried (Na2SO4) and concentrated under reduced pressure, and the residue flash chromatographed on silica using 2% MeOH in CH2Cl2 to provide 1.53 g of the title compound as a pale yellow solid. Recrystallization from acetonitrile furnishes white platelets.

1. customThe ice bath is removed
2. custompartitioned between chloroform and aq. NaHCO3
3. dry with materialThe organic phase is dried (Na2SO4)
4. concentrationconcentrated under reduced pressure
5. customthe residue flash chromatographed on silica using 2% MeOH in CH2Cl2