Ethyl bromoacetate → ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

HRID 1528539ノート

反応式

HRID 1528539 の反応式
[Cl:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([F:10])([F:9])[F:8])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[N:6]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:5]=[C:4]([C:7]([F:10])([F:9])[F:8])[CH:3]=1

参加物

6

反応物 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 1785061975-chloro-3-(trifluoromethyl)-1H-pyrazole2 回

生成物 1

HCID 66016896ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of 5-chloro-3-(trifluoromethyl)-1H-pyrazole (i.e. the product of Example 10, Step C) (2.1 g, 12.3 mmol) and potassium carbonate (3.6 g, 26.0 mmol) in 20 mL of N,N-dimethylformamide was added ethyl bromoacetate (2.1 mL, 18.8 mmol), and the resulting mixture was stirred at room temperature for 12 h. The resulting mixture was diluted with ethyl acetate, washed with water, and dried (MgSO4). The reaction mixture was concentrated in vacuo and further purified by medium-pressure liquid chromatography using 0-50% of ethyl acetate in hexanes as eluant to give 940 mg of the title compound as an oil.

後処理

  1. washwashed with water
  2. dry with materialdried (MgSO4)
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customfurther purified by medium-pressure liquid chromatography

出典と根拠

ORDレコード
ord-3304b6db463448279e2b037570ef28aa
出典データセット
uspto-grants-2015_07
特許番号
US09090604B2

反応ノート

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