HCID 18704982, 화합물 → HCID 178523915, 화합물

HRID 376331노트

반응식

HRID 376331 반응식
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

참가 물질

4

반응물 2

HCID 18704982HCID 18704982, 화합물HCID 22118499HCID 22118499, 화합물

생성물 1

HCID 178523915HCID 178523915, 화합물수율 56.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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 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.

후처리

  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 ethyl acetate/methanol/triethylamine 90:5:5 as eluents

출처 및 근거

ORD 기록
ord-a4c7dcd9268a46e5b52a47034cb3f5fa
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020349

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