Diisopropylethylamine → 4-(2-(Pyridin-2-yl)ethyl)piperazin-2-one

HRID 2365390ノート

反応式

HRID 2365390 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].Cl.Cl[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CCN(C(C)C)C(C)C>>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][CH2:10][N:4]1[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]1

参加物

4

反応物 3

HCID 81531DiisopropylethylamineHCID 199467Pyridine, 2-(2-chloroethyl)-, hydrochlorideHCID 231360Piperazin-2-one

生成物 1

HCID 580934314-(2-(Pyridin-2-yl)ethyl)piperazin-2-one収率 33.2%

実験手順

Piperazinone (2.2 g, 22 mmol), 2-(2-chloroethyl)pyridine hydrochloride (3.9 g, 22 mmol) and i-Pr2NEt (5.67 g, 7.6 mL, 44 mmol) were heated at reflux for 16 h. The mixture was concentrated, and the residue was purified by column chromatography (80 g ISCO column eluting with methylene chloride and a 10:1 methanol/ammonium hydroxide mixture; gradient 100% methylene chloride to 90% methylene chloride) to provide the title compound (1.5 g, 33%) as a yellow solid: ESI MS m/z 206 [M+H]+.

後処理

  1. temperatureat reflux for 16 h
  2. concentrationThe mixture was concentrated
  3. customthe residue was purified by column chromatography (80 g ISCO column
  4. washeluting with methylene chloride

出典と根拠

ORDレコード
ord-552a05fd08d54d179a77a2bab1017dea
出典データセット
uspto-grants-2014_04
特許番号
US08697700B2

反応ノート

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