反应详情

Slurry 4-(2-amino-thiazol-4-yl)-benzonitrile (2.0 g, 9.9 mmol), sodium triacetoxyborohydride (6.3 g, 29.7 mmol), isovaleraldehyde (1.7 g, 19.8 mmol) and acetic acid (3.6 mL) in 1,2-dichloroethane (100 mL) at room temperature under a nitrogen atmosphere. Stir the mixture for 16 h at room temperature. Quench the reaction with saturated aqueous NaHCO3 (75 mL, pH to 7.0-7.5). Extract the mixture twice with DCM (100 mL) and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel (40 g) eluting with hexane/EtOAc (20:1 to 3:2 gradient) to obtain the desired intermediate (1.8 g, 67%). MS (ES+) m/z: 272 (M−H)+.

1. customat room temperature
2. customQuench
3. customthe reaction with saturated aqueous NaHCO3 (75 mL, pH to 7.0-7.5)
4. extractionExtract the mixture twice with DCM (100 mL)
5. concentrationconcentrate in vacuo
6. customPurify the crude mixture by chromatography on silica gel (40 g)
7. washeluting with hexane/EtOAc (20:1 to 3:2 gradient)