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

HRID 1528539노트

반응식

HRID 1528539 반응식
[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

참가 물질

6

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 1785061975-chloro-3-(trifluoromethyl)-1H-pyrazole2회

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3304b6db463448279e2b037570ef28aa
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090604B2

반응 노트

불러오는 중…