Dimethyl Sulfoxide → 6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbaldehyde

반응식

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:17][OH:18])=[N:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[CH:4][CH:3]=1.CS(C)=O>CCOC(C)=O.O>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:17]=[O:18])=[N:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[CH:4][CH:3]=1

참가 물질

실험 절차

A solution of [6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazol-3-yl]-methanol (1.75 g, 6.58 mmol), IBX (2.76 g, 9.87 mmol) and DMSO (27 mL) was stirred overnight. The reaction was diluted in EtOAc and water. The layers were separated, and the aqueous was extracted with EtOAc (3×100 mL). The organics were combined and washed with saturated NaCl (100 mL). The organic was dried over MgSO4, filtered, and then concentrated to a solid. The solid was dissolved in CH2Cl2, and filtered. The organic was evaporated to yield the desired product (1.707 g, 92%).