反应详情

Dissolve 2-[4-(3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-ylmethyl)-pyrazol-1-yl]-ethanol (0.201 g, 0.623 mmol) in tetrahydrofuran (1.7 mL) and water (0.9 mL). Add potassium carbonate (189 mg, 1.37 mmol) then 4-methoxymethylbenzeneboronic acid (145 mg, 0.872 mmol) and degas with nitrogen for 15 min. Add tri-n-butylphosphine tetrafluoroborate (7.2 mg, 0.0249 mmol) and tris(dibenzylideneacetone)dipalladium(0) (11.4 mg, 0.0124 mmol) and microwave at 150° C. for 15 min. Cool to room temperature then dilute with saturated aq. sodium bicarbonate and extract 6 times with ethyl acetate. Dry (sodium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 6:94 methanol (with 2 M ammonia):DCM), to give a yellow oil. Dissolve the oil 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 (0.191 g, 75%). MS (ES): m/z=409 [M+H]+.

1. extractionextract 6 times with ethyl acetate
2. dry with materialDry (sodium sulfate)
3. filtrationfilter
4. concentrationconcentrate
5. custompurify
6. wash(silica gel chromatography, eluting with 6:94 methanol (with 2 M ammonia):DCM)
7. customto give a yellow oil
8. customthen sonicate the mixture for 10 min
9. customEvaporate the solution