2-Bromo-4'-methylacetophenone → 2-(p-Tolyl)-6-(trifluoromethyl)imidazo[1,2-a]pyridine

HRID 35516

反応式

HRID 35516 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.Br[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=1)=O>C(O)CC>[CH3:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[N:1]=[C:2]3[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:11])[F:10])=[CH:4][N:3]3[CH:13]=2)=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 692722-Bromo-4'-methylacetophenoneHCID 7358622-Amino-5-(trifluoromethyl)pyridine

生成物 1

HCID 139380372-(p-Tolyl)-6-(trifluoromethyl)imidazo[1,2-a]pyridine収率 70.2%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

10 g (0.0616 mole) of 2-amino-5-trifluoromethylpyridine and 17.5 g (0.0616 mole) of 1-bromo-2-(4-methylphenyl)-2-ethanone are mixed in 200 ml of n-propanol and the solution is heated to reflux. At the end of the reaction, the reaction mixture is concentrated under reduced pressure and the evaporation residue taken up with water and treated with an excess of ammonia solution until the pH is basic. The imidazopyridine is extracted with dichloromethane and purified by chromatography. 11.95 g (56%) of white solid are obtained. M.p. 187°-188° C.

後処理

  1. temperaturethe solution is heated to reflux
  2. customAt the end of the reaction
  3. concentrationthe reaction mixture is concentrated under reduced pressure
  4. additiontreated with an excess of ammonia solution until the pH
  5. extractionThe imidazopyridine is extracted with dichloromethane
  6. custompurified by chromatography

出典と根拠

ORDレコード
ord-20bd24ff2e884f868dd93e00939014f6
出典データセット
uspto-grants-1988_08
特許番号
US04767755

関連ノート

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