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

HRID 872091노트

반응식

HRID 872091 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.[C:16]1([C:22](=O)[CH2:23][C:24](OCC)=[O:25])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=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:22]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[CH:23][C:24](=[O:25])[NH:15][C:5]=23)=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 7170Ethyl benzoylacetateHCID 178488690HCID 178488690, 화합물

생성물 1

HCID 1363939333-(4-methoxyphenyl)-7-phenyl-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one수율 82.8%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Methyl-4-(4-methoxyphenyl)-1H-pyrazol-5-amine (200 mg) and ethyl 3-phenyl-3-oxopropanoate (227 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 270 mg of the target compound is yielded by column chromatography.

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

출처 및 근거

ORD 기록
ord-ca74bed193f4480aa65cddcab5791a09
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975264B2

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