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

HRID 645358노트

반응식

HRID 645358 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 24386Thionyl Chloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8e1275b14bd1428eb97fe8deadbfd852
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07704989B2

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