Water → 6-Chloro-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

HRID 645358ノート

反応式

HRID 645358 の反応式
CN(C)C=O.[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([CH:13]=[C:14]([C:16]([OH:18])=O)[N:15]=2)[CH:12]=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>ClCCl.S(Cl)(Cl)=O>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([CH:13]=[C:14]([C:16]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:18])[N:15]=2)[CH:12]=1

参加物

7

反応物 4

HCID 962WaterHCID 6115AnilineHCID 6228DimethylformamideHCID 27576146-chloroimidazo[1,2-a]pyridine-2-carboxylic acid

生成物 1

HCID 247715586-Chloro-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 24386Thionyl Chloride溶媒

実験手順

1 ml of dimethylformamide is added to a solution of 0.196 g of 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid in 3 ml of dichloromethane and 0.146 ml of thionyl chloride. The reaction mixture is stirred at ambient temperature for 3 hours. 0.273 ml of aniline is added and the mixture is stirred at ambient temperature for 22 hours. 20 ml of dichloromethane and 10 ml of water are added. After separation by settling, the organic phase is dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure, and then the residue is purified on a silica column, elution being carried out with dichloromethane. The fractions comprising the product are combined and concentrated to dryness under reduced pressure to give 0.204 g of 6-chloro-N-phenylimidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.

後処理

  1. stirringthe mixture is stirred at ambient temperature for 22 hours
  2. customAfter separation
  3. dry with materialthe organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness under reduced pressure
  6. customthe residue is purified on a silica column, elution
  7. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-8e1275b14bd1428eb97fe8deadbfd852
出典データセット
uspto-grants-2010_04
特許番号
US07704989B2

反応ノート

読み込み中…