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

HRID 1838340노트

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HRID 1838340 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-69ea4f2f131c4410be81dd751da3a87c
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673797B1

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