Tetrahydrofuran → HCID 67004713, 화합물

반응식

I[C:2]1[CH:3]=[N:4][N:5]([CH2:8][C:9]([CH3:12])([OH:11])[CH3:10])[C:6]=1[CH3:7].C1COCC1.C([Mg]Cl)(C)C.CO[B:25]1[O:29][C:28]([CH3:31])([CH3:30])[C:27]([CH3:33])([CH3:32])[O:26]1.[NH4+].[Cl-]>>[CH3:10][C:9]([OH:11])([CH3:12])[CH2:8][N:5]1[C:6]([CH3:7])=[C:2]([B:25]2[O:29][C:28]([CH3:31])([CH3:30])[C:27]([CH3:33])([CH3:32])[O:26]2)[CH:3]=[N:4]1

참가 물질

반응물 5

HCID 8028Tetrahydrofuran2회

HCID 25517Ammonium Chloride

HCID 109757592-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HCID 67004232HCID 67004232, 화합물

HCID 178418918HCID 178418918, 화합물

생성물 1

HCID 67004713HCID 67004713, 화합물

실험 절차

A solution of 1-(4-iodo-5-methyl-1H-pyrazol-1-yl)-2-methylpropan-2-ol (150.0 mg, 0.5355 mmol) in THF (8 mL, 100 mmol) was added 2 M isopropylmagnesium chloride in THF (0.80 mL, 1.6 mmol) at 0° C., and the reaction was allowed to warm to rt over 30 min. 2-Methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.35 mL, 2.1 mmol) was then added, and the mixture was stirred at rt overnight. Sat. NH4Cl was added to quench, and the organic solvent was removed in vacuo. The material was extracted with DCM and water, and the organic layer was concentrated in vacuo to afford the title compound as a white solid. The material was used in the next step without further purification.