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

HRID 13291

反応式

HRID 13291 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90fea736829948ddbeb2e39b8bce700f
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

関連ノート

読み込み中…