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Trifluoroacetamidine → 2,4-Bis-(trifluoromethyl)pyrimidine-5-carboxylic acid ethyl ester

HRID 2394271
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반응식

HRID 2394271 반응식
C(O[CH:4]=[C:5]([C:11]([C:13]([F:16])([F:15])[F:14])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[F:17][C:18]([F:23])([F:22])[C:19]([NH2:21])=[NH:20]>CCO>[CH2:9]([O:8][C:6]([C:5]1[C:11]([C:13]([F:14])([F:15])[F:16])=[N:20][C:19]([C:18]([F:23])([F:22])[F:17])=[N:21][CH:4]=1)=[O:7])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2776882TrifluoroacetamidineHCID 4685753Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutanoate

생성물 1

HCID 104935582,4-Bis-(trifluoromethyl)pyrimidine-5-carboxylic acid ethyl ester수율 39%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of ethyl ethoxymethylene-4,4,4-trifluoroacetoacetate (15 g, 62.5 mmol) and trifluoroacetamidine (12.6 g, 112.5 mmol) in EtOH (50 mL) was heated at reflux for 24 h under N2. The reaction mixture was cooled and concentrated. Chromatography (SiO2, 20% EtOAc/hexane) afforded ethyl-2,4-bis (trifluoromethyl)pyrimidine-5-carboxylate as an oil (7.0 g, 39%), 1HNMR (CDCl3) δ 9.37 (s, 1H), 3.70 (q, 2H), 1.27 (t, 3H).

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후처리

  1. temperatureat reflux for 24 h under N2
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4baead46329c48d7a417b6270e76d3e4
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05811428

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