反应详情

To a solution of 1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-4-iodo-5-methyl-1H-pyrazole (55.0 mg, 0.171 mmol) in THF (1 mL, 20 mmol) at rt was added 1.3 M of isopropylmagnesium chloride in THF (0.53 mL, 0.68 mmol), and the mixture was stirred for 1 h. The reaction was quenched with 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.14 mL, 0.85 mmol) and allowed to stir at rt for 1 h. Sat. NH4Cl was added, and the organic solvent was removed in vacuo. The material was extracted with DCM and water. The organic layer was purified via column chromatography, eluting with 5-10% EtOAc/hexanes. The fractions containing the pure product were concentrated in vacuo to afford the title compound as a white solid. MS (ES+): m/z=322.21/323.20/324.20 (50/100/50) [MH+]. HPLC: tR=1.49 min (polar—3 min, UPLC-ACQUITY).

1. stirringto stir at rt for 1 h
2. customthe organic solvent was removed in vacuo
3. extractionThe material was extracted with DCM and water
4. customThe organic layer was purified via column chromatography
5. washeluting with 5-10% EtOAc/hexanes
6. additionThe fractions containing the pure product
7. concentrationwere concentrated in vacuo