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Diethyl Ether → N-[(2,5-difluorophenyl)sulfonyl]-N-{3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]-2,4-difluorophenyl}acetamide

HRID 1631546
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HRID 1631546 반응식
[F:1][C:2]1[C:7]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)=[CH:11][N:10]([CH2:19][CH3:20])[N:9]=2)=[C:6]([F:21])[CH:5]=[CH:4][C:3]=1[NH:22][S:23]([C:26]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=1[F:33])(=[O:25])=[O:24].[C:34](Cl)(=[O:36])[CH3:35].C(OCC)C>C(Cl)Cl.O>[F:33][C:27]1[CH:28]=[CH:29][C:30]([F:32])=[CH:31][C:26]=1[S:23]([N:22]([C:3]1[CH:4]=[CH:5][C:6]([F:21])=[C:7]([C:8]2[C:12]([C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)=[CH:11][N:10]([CH2:19][CH3:20])[N:9]=2)[C:2]=1[F:1])[C:34](=[O:36])[CH3:35])(=[O:24])=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 6367Acetyl chlorideHCID 44622209N-{2,4-difluoro-3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide

생성물 1

HCID 53341262N-[(2,5-difluorophenyl)sulfonyl]-N-{3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]-2,4-difluorophenyl}acetamide수율 91%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

N-{2,4-difluoro-3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide (80 mg, 0.168 mmol) was suspended in 3.5 mL of DCM and TEA (18.7 mg, 25.8 μL, 0.185 mmol) was added. Acetyl chloride (20.0 mg, 18.0 μL, 0.252 mmol) was added to the solution so obtained, and the reaction mixture was stirred at room temperature overnight, diluted with DCM, and poured in water. The organic layer was washed three times with water, once with brine, dried over Na2SO4 and concentrated to dryness. The solid so obtained was taken up with ethyl ether and filtered (79 mg, 91% yield)

후처리

  1. customso obtained
  2. washThe organic layer was washed three times with water
  3. dry with materialonce with brine, dried over Na2SO4
  4. concentrationconcentrated to dryness
  5. customThe solid so obtained
  6. filtrationfiltered (79 mg, 91% yield)

출처 및 근거

ORD 기록
ord-3b964343fa184b3a8e9be5902dfbd1ec
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791265B2

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