Hydrochloric Acid → 4-(4-oxo-1-(4-oxocyclohexyl)-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide
反応式
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[C:19]4[CH:18]=[CH:17][N:16]=[C:15]([O:20]C)[C:14]=4[C:13]([C:22]4[CH:23]=[C:24]([C:27]([NH2:29])=[O:28])[S:25][CH:26]=4)=[N:12]3)[CH2:7][CH2:6]2)[O:4]CC1.C1COCC1.Cl>O>[O:20]=[C:15]1[C:14]2[C:13]([C:22]3[CH:23]=[C:24]([C:27]([NH2:29])=[O:28])[S:25][CH:26]=3)=[N:12][N:11]([CH:8]3[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]3)[C:19]=2[CH:18]=[CH:17][NH:16]1参加物
5
反応物 3
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 60 °C
実験手順
To a solution of 4-(1-(1,4-dioxaspiro[4.5]dec-8-yl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide (20.0 mg) obtained in Step B of Example 148 in a mixed solvent of THF (5 mL) and water (0.50 mL) was added 6N hydrochloric acid (0.032 mL), and the mixture was stirred at 60° C. overnight. The reaction mixture was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (16.1 mg).
後処理
- extractionThe reaction mixture was extracted with ethyl acetate
- washthe organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)
出典と根拠
- ORDレコード
- ord-db58c4ede84f4285973e53186bb381c6
- 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…