Ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate → 3-(4-methoxyphenyl)-7-(3-(trifluoromethyl)phenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one

HRID 872107노트

반응식

HRID 872107 반응식
[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[C:5]([NH2:15])[NH:4][N:3]=1.[F:16][C:17]([F:33])([F:32])[C:18]1[CH:19]=[C:20]([C:24](=O)[CH2:25][C:26](OCC)=[O:27])[CH:21]=[CH:22][CH:23]=1>N1C=CC=CC=1>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:6]2[C:2]([CH3:1])=[N:3][N:4]3[C:24]([C:20]4[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:32])([F:33])[F:16])[CH:19]=4)=[CH:25][C:26](=[O:27])[NH:15][C:5]=23)=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 2063905Ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoateHCID 178488690HCID 178488690, 화합물

생성물 1

HCID 1363938973-(4-methoxyphenyl)-7-(3-(trifluoromethyl)phenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one수율 68.7%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Methyl-4-(4-methoxyphenyl)-1H-pyrazol-5-amine (200 mg) and ethyl 3-(3-(trifluoromethyl)phenyl)-3-oxopropanoate (307 mg) are stirred overnight in a pyridine (10 mL) solvent at 95° C. After cooling to room temperature, the reaction solvent is removed by distillation under reduced pressure. The remainder is extracted with ethyl acetate and water. The extracted organic layer is washed with brine and dehydrated with anhydrous MgSO4. The dehydrated organic layer is distilled under reduced pressure and purified by column chromatography to yield 270 mg of the target compound.

후처리

  1. customthe reaction solvent is removed by distillation under reduced pressure
  2. extractionThe remainder is extracted with ethyl acetate and water
  3. washThe extracted organic layer is washed with brine
  4. distillationThe dehydrated organic layer is distilled under reduced pressure
  5. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-d7bccee0684041959994b4cf654967f9
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975264B2

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