Trifluoroacetic acid → HCID 19972885、化合物

HRID 2260650ノート

反応式

HRID 2260650 の反応式
[C:1]1([S:11]([NH:14][CH2:15][CH2:16][O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]2([C:37]2[CH:38]=[CH:39][C:40]3[N:41]([CH:43]=[CH:44][N:45]=3)[CH:42]=2)[C:24]([S:27]CC2C=CC(OC)=CC=2)=[N:25][CH3:26])(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[C:1]1([S:11]([NH:14][CH2:15][CH2:16][O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]2([C:37]2[CH:38]=[CH:39][C:40]3[N:41]([CH:43]=[CH:44][N:45]=3)[CH:42]=2)[C:24](=[S:27])[NH:25][CH3:26])(=[O:12])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 10340Sodium CarbonateHCID 19972903HCID 19972903、化合物

生成物 1

HCID 19972885HCID 19972885、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture comprising 0.4 g of the 2-(2-(1-naphthalenesulfonamido)ethoxy)-1-(imidazo[1,2-a]-pyridin-6-yl)-1-((4-methoxybenzylthio)(methylimino)methyl)cyclohexane, 0.5 ml of anisole, 5 ml of trifluoroacetic acid and 5 ml of dichloromethane was stirred under cooling with ice for 1.5 hours, followed by the addition of ice-water. The resulting mixture was alkalinized with sodium carbonate and extracted with chloroform. The chloroform phase was dried over anhydrous magnesium sulfate and ditilled to remove the solvent. The residue was purified by silica gel column chromatography (solvent:a 30:1 dichloromethane/methanol mixture) and crystallized from ethyl acetate/n-hexane to give 0.21 g of the title compound as a white powder (yield: 65%).

後処理

  1. temperatureunder cooling with ice for 1.5 hours
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform phase was dried over anhydrous magnesium sulfate
  4. customto remove the solvent
  5. customThe residue was purified by silica gel column chromatography (solvent
  6. customa 30:1 dichloromethane/methanol mixture) and crystallized from ethyl acetate/n-hexane

出典と根拠

ORDレコード
ord-c61ece50250c41bfbebaf646d5d4c3f3
出典データセット
uspto-grants-1995_12
特許番号
US05478839

反応ノート

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