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

HRID 467827

反応式

HRID 467827 の反応式
[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]

参加物

4

反応物 2

HCID 6072483-Chloro-5-(trifluoromethyl)-2-pyridinamineHCID 11117285Ethyl 3-bromo-2-oxobutanoate2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d4dd1f8ce4bb4233967185f700e89826
出典データセット
uspto-grants-2014_01
特許番号
US08623890B2

関連ノート

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