Trifluoroacetic acid → 1-(2-(5-Amino-2-(4-methanesulfonyl-phenoxy)-4-nitro-phenyl)-pyrrolidin-1-yl)-2,2,2-trifluoro-ethanone

HRID 13275

반응식

HRID 13275 반응식
[N+:1]([O-:4])([O-])=[O:2].[K+].FC(F)(F)C(O)=O.[NH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:31][C:32]2[CH:37]=[CH:36][C:35]([S:38]([CH3:41])(=[O:40])=[O:39])=[CH:34][CH:33]=2)=[C:18]([CH:20]2[CH2:24][CH2:23][CH2:22][N:21]2[C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])[CH:19]=1.C(=O)(O)[O-].[Na+]>>[NH2:13][C:14]1[C:15]([N+:1]([O-:4])=[O:2])=[CH:16][C:17]([O:31][C:32]2[CH:37]=[CH:36][C:35]([S:38]([CH3:41])(=[O:39])=[O:40])=[CH:34][CH:33]=2)=[C:18]([CH:20]2[CH2:24][CH2:23][CH2:22][N:21]2[C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])[CH:19]=1

참가 물질

5

반응물 4

HCID 6422Trifluoroacetic acidHCID 24434Potassium NitrateHCID 516892Sodium BicarbonateHCID 231455381-(2-(5-Amino-2-(4-methanesulfonyl-phenoxy)-phenyl)-pyrrolidin-1-yl)-2,2,2-trifluoro-ethanone

생성물 1

HCID 231451471-(2-(5-Amino-2-(4-methanesulfonyl-phenoxy)-4-nitro-phenyl)-pyrrolidin-1-yl)-2,2,2-trifluoro-ethanone

실험 절차

153 mg of potassium nitrate was added to a trifluoroacetic acid (2 ml) solution of 588 mg of 1-(2-(5-amino-2-(4-methanesulfonyl-phenoxy)-phenyl)-pyrrolidin-1-yl)-2,2,2-trifluoro-ethanone, and the reaction liquid was stirred overnight at room temperature. Aqueous saturated sodium bicarbonate was added to the reaction liquid to neutralize it, and this was then extracted with ethyl acetate. The organic layer was washed with saturated saline, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1) to obtain the entitled compound as a yellow solid.

후처리

  1. customthe reaction liquid
  2. extractionthis was then extracted with ethyl acetate
  3. washThe organic layer was washed with saturated saline
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe solvent was evaporated away under reduced pressure
  6. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-31d38a206e0045de8001532dfe63084c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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