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

HRID 1642856ノート

反応式

HRID 1642856 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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.)

後処理

  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)

出典と根拠

ORDレコード
ord-80ef1a578c7c45eca78e278d0f0d0fee
出典データセット
uspto-grants-2012_02
特許番号
US08119663B2

反応ノート

読み込み中…