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

HRID 872091ノート

反応式

HRID 872091 の反応式
[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

参加物

4

反応物 2

HCID 7170Ethyl benzoylacetateHCID 178488690HCID 178488690、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ca74bed193f4480aa65cddcab5791a09
出典データセット
uspto-grants-2015_03
特許番号
US08975264B2

反応ノート

読み込み中…