Water → 4-(1-(4-(Aminosulfonyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)benzoic acid

HRID 1292298노트

반응식

HRID 1292298 반응식
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][C:17]([S:20]([NH2:23])(=[O:22])=[O:21])=[CH:16][CH:15]=3)[N:12]=[C:11]([C:24]([F:27])([F:26])[F:25])[CH:10]=2)=[CH:5][CH:4]=1.CC(C)=[O:30].OS(O)(=O)=O.O=[Cr](=O)=O.C(OCC)(=O)C.O>CC(C)=O>[NH2:23][S:20]([C:17]1[CH:16]=[CH:15][C:14]([N:13]2[C:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([OH:30])=[O:1])=[CH:8][CH:7]=3)=[CH:10][C:11]([C:24]([F:25])([F:26])[F:27])=[N:12]2)=[CH:19][CH:18]=1)(=[O:22])=[O:21]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 99087764'-HydroxycelecoxibHCID 131709961Jones' reagent

생성물 1

HCID 100472204-(1-(4-(Aminosulfonyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)benzoic acid

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To the product from Example 11 in 2 mL of acetone was added 1.33M Jones reagent until an orange color persisted. The reaction was poured into 20 mL of ethyl acetate and 20 mL of H2O and the organic layer separated, washed with saturated sodium bisulfite and dried over MgSO4. The crude product was filtered through silica gel/Celite to afford the title compound as a yellow solid: HRMS m/z 411.0507 (calc'd for C17H12N3O4SF3, 411.0500).

후처리

  1. customthe organic layer separated
  2. washwashed with saturated sodium bisulfite
  3. dry with materialdried over MgSO4
  4. filtrationThe crude product was filtered through silica gel/Celite

출처 및 근거

ORD 기록
ord-3ebb062fbe154a21a7a2d43545d2e47b
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05756529

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