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

HRID 13275

反応式

HRID 13275 の反応式
[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

参加物

5

反応物 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

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-31d38a206e0045de8001532dfe63084c
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

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