2-(4-Aminophenyl)ethylamine → HCID 21190160、化合物

HRID 1068817

反応式

HRID 1068817 の反応式
Cl[C:2]1[N:7]2[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:9]([CH3:11])[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][NH2:26])=[CH:20][CH:19]=1.C(N(CC)C(C)C)(C)C>C(#N)C>[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][NH:26][C:2]2[N:7]3[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:9]([CH3:11])[N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 728952-(4-Aminophenyl)ethylamineHCID 81531DiisopropylethylamineHCID 2736382Ethyl 5-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate

生成物 1

HCID 21190160HCID 21190160、化合物収率 75.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 4.07 g (17.1 mmol) of 5-chloro-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine, 3.48 g (25.6 mmol) of 2-(4-aminophenyl)ethylamine and 4.41 g (34.1 mmol) of N,N-diisopropylethylamine in 60 ml of acetonitrile was heated for 64 hours under reflux with stirring. After cooling, the solvent was distilled off. To the residue was added chloroform. The residue was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was purified by column chromatography (eluent: chloroform/methanol=30:1) and recrystallized from ethyl acetate-n-hexane to give 4.37 g of the desired compound (75.7%, pale brown crystals).

後処理

  1. temperaturewas heated for 64 hours
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. distillationthe solvent was distilled off
  5. additionTo the residue was added chloroform
  6. washThe residue was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent was distilled off
  9. customThe residue was purified by column chromatography (eluent: chloroform/methanol=30:1)
  10. customrecrystallized from ethyl acetate-n-hexane

出典と根拠

ORDレコード
ord-e2b23770027b400d869b3f1b9311650a
出典データセット
uspto-grants-2001_06
特許番号
US06251905B1

関連ノート

読み込み中…