3-Chloro-5-(trifluoromethyl)-2-pyridinamine → 8-Chloro-3-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester

HRID 467827

반응식

HRID 467827 반응식
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[CH2:13]([O:15][C:16](=[O:22])[C:17](=O)[CH:18](Br)[CH3:19])[CH3:14]>O1CCOCC1>[CH2:13]([O:15][C:16]([C:17]1[N:1]=[C:2]2[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:10])[F:11])=[CH:4][N:3]2[C:18]=1[CH3:19])=[O:22])[CH3:14]

참가 물질

4

반응물 2

HCID 6072483-Chloro-5-(trifluoromethyl)-2-pyridinamineHCID 11117285Ethyl 3-bromo-2-oxobutanoate2회

생성물 1

HCID 674949938-Chloro-3-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 2-amino-3-chloro-5-(trifluoromethyl)pyridine (11.3 g, 57.5 mmol) in dioxane (200 mL) at room temperature was added dropwise 3-bromo-2-oxo-butyric acid ethyl ester (12.017 g, 57.49 mmol, the product of Step A). The reaction mixture was heated to reflux for 24 h, cooled, and the dioxane was removed under reduced pressure. Chromatography on silica gel eluting with a hexane/ethyl acetate gradient afforded 17.3 g of 8-chloro-3-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester as a solid.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 24 h
  3. temperaturecooled
  4. customthe dioxane was removed under reduced pressure

출처 및 근거

ORD 기록
ord-d4dd1f8ce4bb4233967185f700e89826
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623890B2

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