Water → N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide

HRID 25369

반응식

HRID 25369 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[NH:9]1[C:17]2[C:12](=[CH:13][C:14]([S:18](Cl)(=[O:20])=[O:19])=[CH:15][CH:16]=2)[CH:11]=[N:10]1.C(OCC)(=O)C.O>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([NH:5][S:18]([C:14]2[CH:13]=[C:12]3[C:17](=[CH:16][CH:15]=2)[NH:9][N:10]=[CH:11]3)(=[O:20])=[O:19])[CH:6]=[CH:7][CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 97423-FluoroanilineHCID 225671441H-Indazole-5-sulfonyl chloride

생성물 1

HCID 10266270N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

N-(3-Fluorophenyl)-(1H-indazol-5-yl)sulfonamide can be obtained in the following way: 0.98 ml of 3-fluoroaniline is added dropwise to a solution, cooled to a temperature in the region of 0° C., of 2.57 g of (1H-indazol-5-yl)sulfonyl chloride in 40 ml of pyridine. Stirring is maintained for 2 hours at a temperature in the region of 0° C. and then for 18 hours at a temperature in the region of 20° C. The medium is concentrated by evaporation under reduced pressure, and the residue obtained is taken up with 50 ml of ethyl acetate and 40 ml of water. The organic phase is washed with 2 times 20 ml of water, dried over magnesium sulfate, filtered and concentrated by evaporation under reduced pressure. The residue obtained is purified by chromatography on a silica column with an ethyl acetate/cyclohexane (1/3 by volume) mixture as eluent. 8 mg of N-(3-fluorophenyl)-(1H-indazol-5-yl)sulfonamide are thus obtained in the form of an orange solid.

후처리

  1. concentrationThe medium is concentrated by evaporation under reduced pressure
  2. customthe residue obtained
  3. washThe organic phase is washed with 2 times 20 ml of water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customThe residue obtained
  8. customis purified by chromatography on a silica column with an ethyl acetate/cyclohexane (1/3 by volume) mixture as eluent

출처 및 근거

ORD 기록
ord-7aef0a420cdb497b899c709993003b79
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858638B2

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