Hydrochloric Acid → N-((1-(3-(1,2,4-triazol-1-yl)propyl)piperidin-4-yl)methyl)-4-amino-5-chloro-2-methoxybenzamide
반응식
[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]1참가 물질
7
반응물 6
생성물 1
반응 조건
- 온도
- 100 °C
실험 절차
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%).
후처리
- 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
출처 및 근거
- ORD 기록
- ord-1ea90f85299341b48a0594bc2d3b7981
- 출처 데이터셋
- uspto-grants-2015_12
- 특허 번호
- US09221790B2
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