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 872107ノート

反応式

HRID 872107 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.[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

参加物

4

反応物 2

HCID 2063905Ethyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoateHCID 178488690HCID 178488690、化合物

生成物 1

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

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-(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.

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
  5. custompurified by column chromatography

出典と根拠

ORDレコード
ord-d7bccee0684041959994b4cf654967f9
出典データセット
uspto-grants-2015_03
特許番号
US08975264B2

反応ノート

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