Water → 5-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)-N-(prop-2-yn-1-yl)piperidine-3-carboxamide

HRID 1642856노트

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HRID 1642856 반응식
[CH2:1]([NH2:4])[C:2]#[CH:3].C(N(CC)CC)C.[CH2:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]2[CH2:25][N:24]([C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[O:27])[CH2:23][CH:22]([C:34](Cl)=[O:35])[CH2:21]2)=[CH:16][CH:15]=1)[CH3:13].O>ClCCl>[CH2:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]2[CH2:25][N:24]([C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[O:27])[CH2:23][CH:22]([C:34]([NH:4][CH2:1][C:2]#[CH:3])=[O:35])[CH2:21]2)=[CH:16][CH:15]=1)[CH3:13]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 239041PropargylamineHCID 580024315-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carbonyl chloride

생성물 1

HCID 580024895-(4-Ethylphenyl)-1-(morpholin-4-ylcarbonyl)-N-(prop-2-yn-1-yl)piperidine-3-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

18 μl (16 mg, 0.29 mmol) of propargylamine, 40 μl (29 mg, 0.29 mmol) of triethylamine and 1 mg (0.01 mmol) of N,N-dimethylaminopyridine were initially charged in 0.5 ml of dichloromethane, and 105 mg (0.29 mmol) of 5-(4-ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carbonyl chloride, dissolved in 1 ml of dichloromethane, were added. The reaction mixture was stirred at 0° C. for 30 minutes and at RT for 16 h. For work-up, water was added and the reaction mixture was extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (mobile phase dichloromethane/methanol 100:5). Yield: 108 mg (98% of theory.)

후처리

  1. additionwere added
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (mobile phase dichloromethane/methanol 100:5)

출처 및 근거

ORD 기록
ord-80ef1a578c7c45eca78e278d0f0d0fee
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119663B2

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