Trifluoroacetic acid → 5-Fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine

HRID 13291

반응식

HRID 13291 반응식
[N+:1]([O-:4])([O-])=[O:2].[K+].FC(F)(F)C(O)=O.[F:13][C:14]1[CH:15]=[C:16]([NH:31]C(=O)OC(C)(C)C)[CH:17]=[CH:18][C:19]=1[O:20][C:21]1[CH:22]=[N:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=1>>[F:13][C:14]1[C:19]([O:20][C:21]2[CH:22]=[N:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=2)=[CH:18][C:17]([N+:1]([O-:4])=[O:2])=[C:16]([NH2:31])[CH:15]=1

참가 물질

4

반응물 3

HCID 6422Trifluoroacetic acidHCID 24434Potassium NitrateHCID 86619205Tert-butyl (3-fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-phenyl)-carbamate

생성물 1

HCID 231453335-Fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-2-nitro-phenylamine

실험 절차

0.98 g of potassium nitrate was added to a trifluoroacetic acid (35 ml) solution of 3.38 g of tert-butyl (3-fluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-phenyl)-carbamate obtained in (step 2), the reaction liquid was stirred at room temperature for 1 hour, and then the solvent was evaporated away under reduced pressure. The residue was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate and saturated saline in order, 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=1/2) to obtain the entitled compound.

후처리

  1. customobtained in (step 2)
  2. customthe reaction liquid
  3. customthe solvent was evaporated away under reduced pressure
  4. additionThe residue was diluted with ethyl acetate
  5. washwashed with aqueous saturated sodium bicarbonate and saturated saline in order
  6. dry with materialdried with anhydrous sodium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2)
  9. customto obtain the entitled compound

출처 및 근거

ORD 기록
ord-90fea736829948ddbeb2e39b8bce700f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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