Dibutylchloro(propyl)stannane → 5-(Difluoromethoxy)-1-methyl-3-(tributylstannyl)-1H-indazole
反応式
[F:1][CH:2]([F:15])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[N:8]=[C:7]2I.[CH:16]([Mg]Cl)(C)C.[CH2:21]([Sn:25]([CH2:30][CH2:31][CH2:32][CH3:33])(Cl)[CH2:26][CH2:27][CH3:28])[CH2:22][CH2:23][CH3:24]>C1COCC1>[F:1][CH:2]([F:15])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[N:8]=[C:7]2[Sn:25]([CH2:30][CH2:31][CH2:32][CH3:33])([CH2:26][CH2:27][CH2:28][CH3:16])[CH2:21][CH2:22][CH2:23][CH3:24]参加物
5
実験手順
To a solution of 5-(difluoromethoxy)-3-iodo-1-methyl-1H-indazole (400 mg, 1.23 mmol) in dry THF (15 mL) was added isopropylmagnesium chloride (0.75 mL, 1.3 mmol, 2M in THF) drop-wise at −16° C. under nitrogen atmosphere, stirred for 30 minutes, then dibutylchloro(propyl)stannane (0.5 mL, 1.45 mmol) was added drop-wise, the reaction mixture was warmed to room temperature slowly and stirred for 2 hours. The reaction mixture was quenched with a saturated solution of NH4Cl (40 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure and the residue was used into the next step without purification (500 mg, crude) as oil.