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4-(3-Fluoropropyl)-benzenesulfonyl chloride → 4-(3-Fluoro-propyl)-N-[2-methoxy-6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzenesulfonamide

HRID 390310
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HRID 390310 반응식
[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[C:5]([O:10][CH2:11][CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[N:4]=1.[F:18][CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1>N1C=CC=CC=1>[F:18][CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH:9][C:8]2[C:3]([O:2][CH3:1])=[N:4][C:5]([O:10][CH2:11][CH2:12][N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[CH:6][CH:7]=2)(=[O:30])=[O:29])=[CH:24][CH:23]=1
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참가 물질

4

반응물 2

HCID 536286084-(3-Fluoropropyl)-benzenesulfonyl chlorideHCID 611044022-Methoxy-6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-ylamine

생성물 1

HCID 668839224-(3-Fluoro-propyl)-N-[2-methoxy-6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-yl]-benzenesulfonamide수율 5.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

After a solution of 2-Methoxy-6-(2-pyrrolidin-1-yl-ethoxy)-pyridin-3-ylamine (200 mg, 0.84 mmol) in pyridine (3 ml) was stirred at room temperature for 30 minutes 4-(3-fluoro-propyl)-benzenesulfonyl chloride (200 mg, 0.84 mmol) was added. The mixture was stirred at room temperature for 16 h, thereafter the solvent was evaporated under reduced pressure. The residue was taken up in toluene and the solvent was evaporated. This procedure was repeated once. The residue was purified by silica gel chromatography with dichloromethane/methanol (100:0; 95:5; 0:100) as eluent to give 20 mg (5.4%) of the title compound.

후처리

  1. additionwas added
  2. customthe solvent was evaporated under reduced pressure
  3. customthe solvent was evaporated
  4. customThe residue was purified by silica gel chromatography with dichloromethane/methanol (100:0; 95:5; 0:100) as eluent

출처 및 근거

ORD 기록
ord-4274f0b5e05642d3b7eb5a874fccab67
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383641B2

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