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Sodium Thiosulfate → Trifluoroacetic acid

HRID 70711
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HRID 70711 반응식
ClC1C=CC=[C:4]([C:8](OO)=O)[CH:3]=1.[CH:12]1([O:17][CH:18]([C:30]2[CH:35]=[CH:34][C:33](SC3CC3)=[CH:32][CH:31]=2)[C:19]2[NH:24][C:23](=[O:25])[C:22]([C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1.[S:40]([O-:44])([O-])(=[O:42])=S.[Na+].[Na+].[C:47](=[O:50])(O)[O-:48].[Na+]>C(Cl)(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:47]([OH:48])=[O:50].[CH:12]1([O:17][CH:18]([C:30]2[CH:31]=[CH:32][C:33]([S:40]([CH:8]3[CH2:4][CH2:3]3)(=[O:44])=[O:42])=[CH:34][CH:35]=2)[C:19]2[NH:24][C:23](=[O:25])[C:22]([C:26]([F:29])([F:27])[F:28])=[CH:21][CH:20]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1
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7

반응물 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 58452349HCID 58452349, 화합물

생성물 2

HCID 6422Trifluoroacetic acid수율 0.1%HCID 58452908HCID 58452908, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

3-Chloroperbenzoic acid (31 mg) was added to a solution of 6-{(cyclopentyloxy)[4-(cyclopropylsulfanyl)phenyl]methyl}-3-(trifluoromethyl)pyridin-2(1H)-one (25 mg) in chloroform (1 mL), and the mixture was stirred at room temperature overnight. A sodium thiosulfate solution and aqueous sodium bicarbonate were added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC (Waters Sunfire 19×150 mm 5 μm, rate: 20 mL/min, eluent: A=acetonitrile, B=0.1% trifluoroacetic acid solution, gradient: 10 to 90%) to give the title compound as a colorless amorphous (7 mg, 26%).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customafter which the solvent was evaporated under reduced pressure
  4. customThe residue was purified by preparative HPLC (Waters Sunfire 19×150 mm 5 μm, rate

출처 및 근거

ORD 기록
ord-01c13c1fe8664388bf3b8405f5196636
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822503B2

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