反应详情

Dissolve 3′-chloro-4-(1-ethyl-3-methyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.204 g, 0.636 mmol) in tetrahydrofuran (1.75 mL) and water (0.9 mL). Add potassium carbonate (0.193 g, 1.40 mmol) then 4-acetamidomethylbenzeneboronic acid (0.172 g, 0.890 mmol) and degas with nitrogen for 15 min. Add tri-n-butylphosphine tetrafluoroborate (7.4 mg, 0.0254 mmol) and tris(dibenzylideneacetone)dipalladium(0) (12 mg, 0.0127 mmol) and reflux for 20 hr. Cool to room temperature then dilute with saturated aq. sodium bicarbonate and extract 3 times with ethyl acetate. Dry (sodium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 4.5:95.5 methanol (with 2 M ammonia):DCM), to give a yellow solid. Dissolve the solid in methanol and add ammonium chloride (1 equivalent) then sonicate the mixture for 10 min. Evaporate the solution to give the title compound as a yellow solid (0.172 g, 51%). MS (ES): m/z [M+H]=434

1. extractionextract 3 times with ethyl acetate
2. dry with materialDry (sodium sulfate)
3. filtrationfilter
4. concentrationconcentrate
5. custompurify
6. wash(silica gel chromatography, eluting with 4.5:95.5 methanol (with 2 M ammonia):DCM)
7. customto give a yellow solid
8. customthen sonicate the mixture for 10 min
9. customEvaporate the solution