反应详情

Suspend 4-(3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-3′-yl)-benzonitrile (0.179 g, 0.675 mmol) in tetrahydrofuran (4 mL). Add 1,3,5-trimethyl-1H-pyrazole-4-carbaldehyde (0.098 g, 0.71 mmol) in tetrahydrofuran (490 μL), then sodium triacetoxyborohydride (0.15 g, 0.071 mmol) and stir under nitrogen at room temperature for 3 hr. Add saturated aqueous sodium hydrogen carbonate (10 mL) followed by 2 N sodium hydroxide (1 mL) to the mixture and extract with DCM (3×20 mL). Pass the combined DCM extracts through an IST Phase Separator Frit®, concentrate, and purify (silica gel chromatography, eluting with 0:100 to 12:88 methanol:DCM), to give the title compound (153.5 mg, 59%). MS (ES): m/z=388 [M+H]+.

1. extractionextract with DCM (3×20 mL)
2. concentrationconcentrate
3. custompurify
4. wash(silica gel chromatography, eluting with 0:100 to 12:88 methanol:DCM)