Benzoyl chloride → 3-Benzoylamino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one

HRID 2356893노트

반응식

HRID 2356893 반응식
[NH2:1][C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:7]=1.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl.N1C=CC=CC=1>[C:21]([NH:1][C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:7]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 2

HCID 7412Benzoyl chlorideHCID 223191193-Amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one

생성물 1

HCID 223190303-Benzoylamino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one수율 83.6%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

30 mg of 3-amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one was dissolved in 1 ml of methylene chloride and 1 ml of pyridine, to which 19 mg of benzoyl chloride was added with cooling with ice, and the mixture was stirred at room temperature for a night. The reaction mixture was concentrated, diluted with ethyl acetate, and washed with a saturated aqueous solution of sodium bicarbonate. The organic layer was dried by magnesium sulfate, and refined by NH silica gel chromatography (ethyl acetate). The solvent was concentrated, and the resultant crude crystal was washed with ethyl acetate/hexane, to obtain 35 mg of the subject compound.

후처리

  1. temperaturewith cooling with ice
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with ethyl acetate
  4. washwashed with a saturated aqueous solution of sodium bicarbonate
  5. dry with materialThe organic layer was dried by magnesium sulfate
  6. concentrationThe solvent was concentrated
  7. washthe resultant crude crystal was washed with ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-ff65f015fcb34fe4901404d3f5ee1b26
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07759367B2

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