Water → 2-(2-Tetrahydrofuranyl)-5-methanesulfonyl-1-benzenesulfonylindole

HRID 1838340

反応式

HRID 1838340 の反応式
[C:1]1([S:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][C:12]=2I)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:22]([CH:24]1[CH2:28][CH2:27][CH2:26][O:25]1)#[CH:23].C(N(CC)CC)C.O>O1CCOCC1>[O:25]1[CH2:26][CH2:27][CH2:28][CH:24]1[C:22]1[N:10]([S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])[C:11]2[C:12]([CH:23]=1)=[CH:13][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:15][CH:16]=2

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 100345822-EthynyloxolaneHCID 225043761-Benzenesulfonylamino-2-iodo-4-methanesulfonylbenzene

生成物 1

HCID 225044492-(2-Tetrahydrofuranyl)-5-methanesulfonyl-1-benzenesulfonylindole収率 91.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

To a solution of 1-benzenesulfonylamino-2-iodo-4-methanesulfonylbenzene (256 mg) in 1,4-dioxane (6 ml), 2-ethynyltetrahydrofuran (169 mg), bistriphenylphosphine palladium dichloride (21 mg), cuprous iodide (11 mg) and triethylamine (89 mg) were added successively and the mixture was stirred in a sealed tube at 60° C. for 3 hours. After cooling, the reaction solution was poured into water, extracted with dichloromethane, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (hexane:ethyl acetate=1:1) to obtain 218 mg of the desired product in a white amorphous form.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with dichloromethane
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was separated

出典と根拠

ORDレコード
ord-69ea4f2f131c4410be81dd751da3a87c
出典データセット
uspto-grants-2004_01
特許番号
US06673797B1

関連ノート

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