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Hydrochloric Acid → HCID 178429089、化合物

HRID 254831
ノート
印刷プレビュー

反応式

HRID 254831 の反応式
[NH2-].[Na+].[CH3:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:21]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=3[Cl:29])[N:20]=[C:19]([C:30](OCC)=[O:31])[C:18]=2[CH3:35])=[CH:13][CH:12]=1.Cl>C1COCC1>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:21]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=3[Cl:29])[N:20]=[C:19]([C:30](=[O:31])/[CH:3]=[C:4](\[OH:9])/[C:5]([CH3:8])([CH3:7])[CH3:6])[C:18]=2[CH3:35])=[CH:15][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6416PinacoloneHCID 24533Sodium amideHCID 10938462Ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate

生成物 1

HCID 178429089HCID 178429089、化合物収率 37.2%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
80 °C

実験手順

To a solution of sodium amide (215 mg, 5.5 mmol) in THF (5 mL) was added pinacolone (1.0 M THF solution, 5 mL, 5.0 mmol). The reaction mixture was refluxed at 80° C. for 30 min and then ethyl 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylate (4) (2.05 g, 5.0 mmol) in THF (15 mL) was added. The resulting solution was stirred and refluxed at 80° C. overnight. HCl aquous solution (11.0M, 50 mL) was added and extracted organic layer with ethyl acetate (50 mL twice). The combined organic phase was evaporated under vacuum. The crude residue was further purified by prep HPLC to provide 0.862 g (1.86 mmol, 37%) of the title compound.

後処理

  1. temperaturerefluxed at 80° C. overnight
  2. extractionextracted organic layer with ethyl acetate (50 mL twice)
  3. customThe combined organic phase was evaporated under vacuum
  4. customThe crude residue was further purified by prep HPLC

出典と根拠

ORDレコード
ord-8ca88733c03b4795805f39eaa4d215a6
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07875647B2

反応ノート

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