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Benzene → 3-methyl-2-[2-[[1-(5-methyl-1-trityl-1H-imidazol-4-yl)ethyl]amino]ethyl]-1-phenylsulfonylindole

HRID 1657323
ノート
印刷プレビュー

反応式

HRID 1657323 の反応式
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:3]=1.[NH2:20][CH:21]([C:23]1[N:24]=[CH:25][N:26]([C:29]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:27]=1[CH3:28])[CH3:22].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+].[CH:56]1C=CC=C[CH:57]=1>O>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])[C:3]=1[CH2:56][CH2:57][NH:20][CH:21]([C:23]1[N:24]=[CH:25][N:26]([C:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:27]=1[CH3:28])[CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 241BenzeneHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 104066724-(1-aminoethyl)-5-methyl-1-trityl-1H-imidazoleHCID 105727373-methyl-1-(phenylsulfonyl)-1H-indole

生成物 1

HCID 102588713-methyl-2-[2-[[1-(5-methyl-1-trityl-1H-imidazol-4-yl)ethyl]amino]ethyl]-1-phenylsulfonylindole

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 2-[2-methanesulfonyloxy)ethyl]-3-methyl-1-(benzenesulfonyl)indole (4.32 g), (-)-4-(1-aminoethyl)-5-methyl-1-trityl-1H-imidazole (3.67 g), sodium iodide (456 mg) and potassium carbonate [1.51 g) in benzene (43 ml) was stirred at reflux for 24 hours. The reaction mixture was diluted with cold water and extracted twice with ethyl acetate. The extracts were washed with brine, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (eluted with 5% methanol in chloroform) to give (-)-3-methyl-2-[2-[[1-(5-methyl-1-trityl-1H-imidazol-4-yl)ethyl]amino]ethyl]-1-(benzenesulfonyl)indole (4.82 g) as amorphous powder.

後処理

  1. temperatureat reflux for 24 hours
  2. extractionextracted twice with ethyl acetate
  3. washThe extracts were washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was chromatographed on silica gel (eluted with 5% methanol in chloroform)

出典と根拠

ORDレコード
ord-8311d7f5771846edbb7f073ba33ccab5
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05256780

反応ノート

読み込み中…

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