反应详情

Add acetic acid (2 mL, 33.4 mmol) to a mixture of 5-bromo-thiazol-2-ylamine (1 g, 5.6 mmol), sodium triacetoxyborohydride (3.5 g, 16.7 mmol) and cyclopropane carboxaldehyde (820 mg, 11.7 mmol) at room temperature under a nitrogen atmosphere. Stir the resulting solution for 1.5 h at ambient temperature. Dilute the solution with DCM (50 mL) and wash with saturated aqueous NaHCO3 (80 mL). Dry the organic layer over Na2SO4, filter and concentrate in vacuo. Purify the residue by chromatography on silica gel (40 g) eluting with hexane/EtOAc (9:1 to 7:3 gradient) to obtain the title compound (970 mg, 75%). MS (ES+) m/z: 233.1 (M+).

1. washwash with saturated aqueous NaHCO3 (80 mL)
2. dry with materialDry the organic layer over Na2SO4
3. filtrationfilter
4. concentrationconcentrate in vacuo
5. customPurify the residue by chromatography on silica gel (40 g)
6. washeluting with hexane/EtOAc (9:1 to 7:3 gradient)