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Water → ethyl 1-({5-[3-(trifluoromethyl)phenyl]-1,3-oxazol-2-yl}methyl)-1H-pyrazole-4-carboxylate

HRID 1257428
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HRID 1257428 반응식
[O:1]=[C:2]([NH:14][CH2:15][C:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)[CH2:3][N:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]1.O>P(Cl)(Cl)(Cl)=O>[F:24][C:23]([F:26])([F:25])[C:19]1[CH:18]=[C:17]([C:16]2[O:1][C:2]([CH2:3][N:4]3[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]3)=[N:14][CH:15]=2)[CH:22]=[CH:21][CH:20]=1
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참가 물질

4

반응물 2

HCID 962WaterHCID 58127653ethyl 1-[2-oxo-2-({2-oxo-2-[3-(trifluoromethyl)phenyl]ethyl}amino)ethyl]-1H-pyrazole-4-carboxylate

생성물 1

HCID 58127502ethyl 1-({5-[3-(trifluoromethyl)phenyl]-1,3-oxazol-2-yl}methyl)-1H-pyrazole-4-carboxylate수율 71.9%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

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온도
120 °C

실험 절차

The compound (0.73 g) obtained in Example 124a was dissolved in phosphorus oxychloride (10 mL), and the mixture was stirred at 110-130° C. overnight with heating. The reaction mixture was cooled to room temperature, slowly poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: petroleum ether-ethyl acetate) to give the title compound (0.50 g) as a colorless solid.

후처리

  1. temperaturewith heating
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography (carrier: silica gel, eluent: petroleum ether-ethyl acetate)

출처 및 근거

ORD 기록
ord-75ea3cf3293d4443b4cbd0de1df46330
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461348B2

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