Sodium Iodide → 4-(1-(4-hydroxycyclohexyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide
反応式
[Si]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([N:15]2[C:23]3[CH:22]=[CH:21][N:20]=[C:19]([O:24]C)[C:18]=3[C:17]([C:26]3[CH:31]=[CH:30][C:29]([S:32]([NH2:35])(=[O:34])=[O:33])=[CH:28][CH:27]=3)=[N:16]2)[CH2:11][CH2:10]1)(C(C)(C)C)(C)C.[I-].[Na+].Cl[Si](C)(C)C.C(=O)([O-])O.[Na+]>C(#N)C>[OH:8][CH:9]1[CH2:14][CH2:13][CH:12]([N:15]2[C:23]3[CH:22]=[CH:21][NH:20][C:19](=[O:24])[C:18]=3[C:17]([C:26]3[CH:31]=[CH:30][C:29]([S:32]([NH2:35])(=[O:34])=[O:33])=[CH:28][CH:27]=3)=[N:16]2)[CH2:11][CH2:10]1参加物
6
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 50 °C
実験手順
To a solution of 4-(1-(4-((tert-butyl(dimethyl)silyl)oxy)cyclohexyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide (50.0 mg) in 0.5 acetonitrile (3 mL) were added sodium iodide (36.0 mg) and chloro(trimethyl)silane (0.123 mL), and the mixture was stirred at 50° C. for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, ethyl acetate to ethyl acetate/methanol) to give the title compound (28.1 mg).
後処理
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (basic silica gel, ethyl acetate to ethyl acetate/methanol)
出典と根拠
- ORDレコード
- ord-2b1070e26dc24d8ab3dce5f316cfbf7b
- 出典データセット
- uspto-grants-2016_06
- 特許番号
- US09371320B2
反応ノート
読み込み中…