Ethyl 3-(3-chlorophenyl)-3-oxopropanoate → 3-(4-chlorophenyl)-7-(3-chlorophenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one

HRID 872084ノート

反応式

HRID 872084 の反応式
[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[C:5]([NH2:14])[NH:4][N:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([C:22](=O)[CH2:23][C:24](OCC)=[O:25])[CH:19]=[CH:20][CH:21]=1>N1C=CC=CC=1>[Cl: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:18]4[CH:19]=[CH:20][CH:21]=[C:16]([Cl:15])[CH:17]=4)=[CH:23][C:24](=[O:25])[NH:14][C:5]=23)=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 2757831Ethyl 3-(3-chlorophenyl)-3-oxopropanoateHCID 178434635HCID 178434635、化合物

生成物 1

HCID 1363939313-(4-chlorophenyl)-7-(3-chlorophenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5(4H)-one収率 41.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

3-Methyl-4-(4-chlorophenyl)-1H-pyrazol-5-amine (578 mg) and ethyl 3-(3-chlorophenyl)-3-oxopropanoate (728 mg) are stirred overnight in a pyridine (30 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 concentrated and then 424 mg of the target compound is yielded by column chromatography. 1H NMR (CDCl3, 300 MHz) δ 9.90 (br, 1H), 7.88 (m, 1H), 7.75 (m, 1H), 7.53 (m, 1H), 7.33 (m, 5H), 3.99 (br, 1H), 2.23 (s, 3H).

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. concentrationconcentrated

出典と根拠

ORDレコード
ord-1b0b960c08154c4ba7d433be0f3979fe
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…