反応式
[F:1][CH:2]([F:20])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])[N:8]=[C:7]2I.C([Mg]Cl)(C)C.[CH2:26]([Sn:30]([CH2:36][CH2:37][CH2:38][CH3:39])([CH2:32][CH2:33][CH2:34][CH3:35])Cl)[CH2:27][CH2:28][CH3:29]>C1COCC1>[F:1][CH:2]([F:20])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][CH2:15][N:16]([CH3:18])[CH3:17])[N:8]=[C:7]2[Sn:30]([CH2:32][CH2:33][CH2:34][CH3:35])([CH2:36][CH2:37][CH2:38][CH3:39])[CH2:26][CH2:27][CH2:28][CH3:29]参加物
実験手順
To a solution of 3-(5-(difluoromethoxy)-3-iodo-1H-indazol-1-yl)-N,N-dimethylpropan-1-amine (1.2 g, 2.78 mmol) in dry THF (25 mL) was added isopropylmagnesium chloride (1.5 mL, 2M in THF, 3 mmol) drop-wise at −16° C. under nitrogen atmosphere, stirred for 30 minutes, tributylchlorostannane (3.3 mL, 3.6 mmol) was added drop-wise at −16° C. under nitrogen, then the reaction mixture was warmed to room temperature slowly and stirred for 2 hours. Then the reaction mixture was quenched with a saturated solution of NH4Cl (40 mL) and extracted with EtOAc (3×30 mL), the combined organic layer were dried over Na2SO4, filtered and concentrated under reduced pressure to give 3-(5-(difluoromethoxy)-3-(tributylstannyl)-1H-indazol-1-yl)-N,N-dimethylpropan-1-amine, (1.1 g, 71%) as an oil, used into the next step without purification.
後処理
- stirringstirred for 2 hours
- customThen the reaction mixture was quenched with a saturated solution of NH4Cl (40 mL)
- extractionextracted with EtOAc (3×30 mL)
- dry with materialthe combined organic layer were dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-a9f754004e9d4e4a9105949f4d446e77
- 出典データセット
- uspto-grants-2014_02
- 特許番号
- US08658646B2
関連ノート
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