Hydrochloric Acid → N-((1-(3-(1,2,4-triazol-1-yl)propyl)piperidin-4-yl)methyl)-4-amino-5-chloro-2-methoxybenzamide
反応式
[NH2:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([O:12][CH3:13])[C:3]=1CC1CCNCC1.Cl.Cl[CH2:23][CH2:24][CH2:25][N:26]1[CH:30]=[N:29][CH:28]=[N:27]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:39][N:40]([CH3:43])C=O>>[N:26]1([CH2:25][CH2:24][CH2:23][N:40]2[CH2:43][CH2:6][CH:5]([CH2:9][NH:8][C:6](=[O:7])[C:5]3[CH:9]=[C:10]([Cl:11])[C:2]([NH2:1])=[CH:3][C:4]=3[O:12][CH3:13])[CH2:4][CH2:39]2)[CH:30]=[N:29][CH:28]=[N:27]1参加物
7
反応物 6
生成物 1
反応条件
- 温度
- 100 °C
実験手順
4-amino-5-chloro-2-methoxy-(piperidin-4-ylmethyl)benzamide (compound of formula 2) hydrochloride (500 mg, 1.5 mmol) was dissolved in dimethylformamide (10 mL), and 1-(3-chloropropyl)-1,2,4-triazole (compound of formula 3) (306 mg, 2.1 mmol), potassium carbonate (497 mg, 3.6 mmol), and potassium iodide (50 mg, 0.3 mmol) were added thereto. The reactants were stirred at 100° C. for 8 hours, and the reaction was terminated with the addition of water. After extraction with ethyl acetate and water, the organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography to afford the title compound (55 mg, 9%).
後処理
- customthe reaction was terminated with the addition of water
- extractionAfter extraction with ethyl acetate and water
- washthe organic layer was washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe resulting residue was purified by column chromatography
出典と根拠
- ORDレコード
- ord-1ea90f85299341b48a0594bc2d3b7981
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09221790B2
反応ノート
読み込み中…