HCID 18704982、化合物 → HCID 178523915、化合物

HRID 2287359ノート

反応式

HRID 2287359 の反応式
CS[C:3]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:15][CH2:14]1)=[N:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Br:25][C:26]1[CH:43]=[CH:42][C:29]([CH2:30][N:31]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=2)[CH2:32][CH2:33][CH2:34][NH2:35])=[CH:28][CH:27]=1>N1C=CC=CC=1>[Br:25][C:26]1[CH:43]=[CH:42][C:29]([CH2:30][N:31]([CH2:32][CH2:33][CH2:34][NH:35][C:3]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[CH2:15][CH2:14]2)=[N:4][C:5](=[O:12])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=2)=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 18704982HCID 18704982、化合物HCID 22118499HCID 22118499、化合物

生成物 1

HCID 178523915HCID 178523915、化合物収率 56.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of N-[methylsulfanyl-(4-(pyridin-2-yl)piperazin-1-yl)methylene]-benzamide (2.9 g, 8.52 mmol) in pyridine (50 ml) was added N1-(4-bromobenzyl)-N1-(pyridin-2-yl)-propane-1,3-diamine (3 g, 9.37 mmol) and the reaction mixture was heated at reflux for 18 h. The volatiles were evaporated in vacuo and the residue dissolved in dichloromethane (100 ml) and evaporated in vacuo. The residue was purified by column chromatography on silica gel (600 ml) using first a mixture of ethyl acetate/triethylamine 95:5 (1 l) followed by a mixture of 20 ethyl acetate/methanol/triethylamine 90:5:5 as eluents affording 2.95 g of N-[[3-[N-(4-bromo-benzyl)-N-(pyridin-2-yl)amino]propylamino]-(4-pyridin-2-yl-piperazin-1-yl) methylene]benzamide as a foam.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 18 h
  3. customThe volatiles were evaporated in vacuo
  4. dissolutionthe residue dissolved in dichloromethane (100 ml)
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel (600 ml)
  7. additiona mixture of ethyl acetate/triethylamine 95:5 (1 l)
  8. additionfollowed by a mixture of 20 ethyl acetate/methanol/triethylamine 90:5:5 as eluents

出典と根拠

ORDレコード
ord-c8fbb0c5484047ad8e60ade1d844f96c
出典データセット
uspto-grants-2000_07
特許番号
US06083960

反応ノート

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