Hydroxyamine hydrochloride → 5-(1-Hydroxyimino-2-methylpropyl)thiophene-3-sulfonic acid [2-(4-fluorophenyl)-ethyl]-methyl-amide

HRID 1351329노트

반응식

HRID 1351329 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:24])[S:11]([C:14]2[CH:18]=[C:17]([C:19](=O)[CH:20]([CH3:22])[CH3:21])[S:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.Cl.[NH2:26][OH:27].C([O-])(=O)C.[Na+]>C(O)C.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:24])[S:11]([C:14]2[CH:18]=[C:17]([C:19](=[N:26][OH:27])[CH:20]([CH3:22])[CH3:21])[S:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 21098660HCID 21098660, 화합물

생성물 1

HCID 866010025-(1-Hydroxyimino-2-methylpropyl)thiophene-3-sulfonic acid [2-(4-fluorophenyl)-ethyl]-methyl-amide

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

To a mixture solution of 5-isobutyrylthiophene-3-sulfonic acid [2-(4-fluorophenyl)-ethyl]-methyl-amide (the compound of Preparation Example 88) (30 mg) in ethanol (2 mL) and water (1 mL) was added hydroxylamine.hydrochloride (11 mg) and sodium acetate (13 mg). After heating and refluxing for 12 hours, the reaction solution was cooled to room temperature. The solution was diluted with water and extracted with ethyl acetate. This solution was washed with saturated sodium chloride water. The crude product that was obtained after drying with anhydrous sodium sulfate and removing the solvent by evaporation was purified by silica gel column chromatography (ethyl acetate/hexane), the title compound (a pale yellow viscous oily substance) (29 mg) was obtained as a mixture where (E):(Z)=1:1.

후처리

  1. temperatureAfter heating
  2. temperaturerefluxing for 12 hours
  3. extractionextracted with ethyl acetate
  4. washThis solution was washed with saturated sodium chloride water
  5. customThe crude product that was obtained
  6. dry with materialafter drying with anhydrous sodium sulfate
  7. customremoving the solvent
  8. customby evaporation
  9. customwas purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-283ad932041d4f99b4d4eed331555735
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217723B2

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