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p-Bromobenzenesulfonyl chloride → N-[4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazol-5-yl]-4-bromobenzenesulfonamide

HRID 1368604
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HRID 1368604 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([O:19][CH3:20])[C:14]=1[C:21]1[CH:29]=[CH:28][C:24]2[O:25][CH2:26][O:27][C:23]=2[CH:22]=1.CN(C1C=CC=CN=1)C>N1C=CC=CC=1>[O:25]1[C:24]2[CH:28]=[CH:29][C:21]([C:14]3[C:15]([O:19][CH3:20])=[N:16][N:17]([CH3:18])[C:13]=3[NH:12][S:8]([C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=3)(=[O:10])=[O:9])=[CH:22][C:23]=2[O:27][CH2:26]1
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참가 물질

5

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HCID 7396p-Bromobenzenesulfonyl chlorideHCID 218852-DimethylaminopyridineHCID 222819435-amino-4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazole

생성물 1

HCID 22281954N-[4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazol-5-yl]-4-bromobenzenesulfonamide수율 2.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

4-Bromobenzenesulfonyl chloride (210 mg) was added at room temperature under an atmosphere of nitrogen to a solution of 5-amino-4-(1,3-benzodioxol-5-yl)-3-methoxy-1-methyl-1H-pyrazole (Preparation 43) (100 mg) and dimethylaminopyridine (50 mg) in anhydrous pyridine (4 ml). The reaction was stirred overnight. The mixture was concentrated under reduced pressure, then a saturated solution of ammonium chloride (6 ml), ethyl acetate (6 ml), and brine (6 ml) were sequentially added. The aqueous phase was extracted with ethyl acetate (2*8 ml) and the combined organic fractions were washed with brine (10 ml), dried over sodium sulfate and concentrated under reduced pressure. The residue was purified to yield the title compound (4 mg).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additiona saturated solution of ammonium chloride (6 ml), ethyl acetate (6 ml), and brine (6 ml) were sequentially added
  3. extractionThe aqueous phase was extracted with ethyl acetate (2*8 ml)
  4. washthe combined organic fractions were washed with brine (10 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified

출처 및 근거

ORD 기록
ord-f221f895245c4a5fa486e0a7574180ea
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06573270B1

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