Benzenesulfonyl chloride → N-(3-(6-(4-methoxyphenyl)-9H-pyrido[2,3-b]indol-3-yl)phenyl)benzenesulfonamide

HRID 341301ノート

反応式

HRID 341301 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13]2[N:18]=[CH:19][C:20]([C:22]4[CH:23]=[C:24]([NH2:28])[CH:25]=[CH:26][CH:27]=4)=[CH:21][C:12]3=2)=[CH:5][CH:4]=1.[C:29]1([S:35](Cl)(=[O:37])=[O:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13]2[N:18]=[CH:19][C:20]([C:22]4[CH:23]=[C:24]([NH:28][S:35]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)(=[O:37])=[O:36])[CH:25]=[CH:26][CH:27]=4)=[CH:21][C:12]3=2)=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 7369Benzenesulfonyl chlorideHCID 461841583-(6-(4-methoxyphenyl)-9H-pyrido[2,3-b]indol-3-yl)benzenamine

生成物 1

HCID 46184159N-(3-(6-(4-methoxyphenyl)-9H-pyrido[2,3-b]indol-3-yl)phenyl)benzenesulfonamide収率 50%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 3-(6-(4-methoxyphenyl)-9H-pyrido[2,3-b]indol-3-yl)benzenamine (23 mg, 0.06 mmol, 1 equiv.), in anhydrous pyridine (0.300 ml), benzenesulfonyl chloride (0.009 ml) is added under argon. The reaction is carried out at room temperature for 3 hours and is then quenched with H2O (5 ml). The aqueous layer is extracted with AcOEt (3×5 ml) and CH2Cl2 (5 ml). The organic layers are dried over MgSO4 and concentrated under reduced pressure. The crude product is purified over silica gel chromatography (eluant CH2Cl2/AcOEt 7:3) to afford the product as a white solid (15 mg, 0.03 mmol) in 50% yield.

後処理

  1. customis then quenched with H2O (5 ml)
  2. extractionThe aqueous layer is extracted with AcOEt (3×5 ml) and CH2Cl2 (5 ml)
  3. dry with materialThe organic layers are dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product is purified over silica gel chromatography (eluant CH2Cl2/AcOEt 7:3)

出典と根拠

ORDレコード
ord-b6f275b5a3d548419554447f2b272292
出典データセット
uspto-grants-2014_11
特許番号
US08895744B2

反応ノート

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