反应详情

A solution of 5-chloro-6-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (D87, 94 mg, 0.30 mmol) in dichloromethane (3 ml) was treated with tetrahydro-4H-pyran-4-one (0.213 g, 0.21 mmol, 7 eq), sodium triacetoxyborohydride (0.445 g, 0.21 mmol, 7 eq) and triethylamine (0.101 g, 1 mmol, 3 eq) and stirred at room temperature under argon overnight. The mixture was diluted with dichloromethane and washed with aqueous NaOH solution (pH12). The NaOH wash was extracted with dichloromethane (×2) and the combined extracts was washed with aqu, NaOH solution, dried (MgSO4) and concentrated under vacuum. The residue was purified by MDAP to afford the title compound as a white solid (14 mg, 0.04 mol, 13%). M++H=394.2.

1. washwashed with aqueous NaOH solution (pH12)
2. washThe NaOH wash
3. extractionwas extracted with dichloromethane (×2)
4. washthe combined extracts was washed with aqu, NaOH solution
5. dry with materialdried (MgSO4)
6. concentrationconcentrated under vacuum
7. customThe residue was purified by MDAP