Triethylamine → 1-(Pyridin-4-yl)piperidine-4-carboxylic acid

HRID 16699

反応式

HRID 16699 の反応式
Cl.Cl[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:16]([O:24]CC)(=[O:23])[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1>C(O)C.O>[N:6]1[CH:7]=[CH:8][C:3]([N:20]2[CH2:21][CH2:22][CH:17]([C:16]([OH:24])=[O:23])[CH2:18][CH2:19]2)=[CH:4][CH:5]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 15291Ethyl isonicotinateHCID 818524-Chloropyridine hydrochloride

生成物 1

HCID 12682891-(Pyridin-4-yl)piperidine-4-carboxylic acid収率 78.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

4-Chloropyridine hydrochloride (9.55 g) and triethylamine (26.0 ml) are dissolved in ethanol (10 ml) and water (30 ml), and thereto is added ethyl isonicotinate (10.00 g). The reaction solution is then heated at 150° C. for 96 hours in a sealed tube. After allowing to cool, ethanol is added to the reaction solution and the insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure, and the resulting residue is suspended in chloroform. The precipitates are collected by filtration and recrystallized from water/N,N-dimethylformamide to give the title compound (10.34 g).

後処理

  1. temperatureto cool
  2. customthe insoluble materials are removed by filtration
  3. concentrationThe filtrate is concentrated under reduced pressure
  4. filtrationThe precipitates are collected by filtration
  5. customrecrystallized from water/N,N-dimethylformamide

出典と根拠

ORDレコード
ord-cc361223dfd14718a49e0b82a2f7cfe8
出典データセット
uspto-grants-2010_06
特許番号
US07737161B2

関連ノート

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