Water → 3-[4-(2-Cyanophenyl)piperidin-1-yl]-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

HRID 229684노트

반응식

HRID 229684 반응식
Br[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.O.[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1N1CCNCC1)#[N:23]>>[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH:7]1[CH2:6][CH2:5][N:4]([C:2]2[C:3](=[O:20])[N:4]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:5]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=3)[CH:7]=2)[CH2:3][CH2:2]1)#[N:23]

참가 물질

4

반응물 3

HCID 962WaterHCID 2735875N-(2-Cyanophenyl)piperazineHCID 223190653-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one

생성물 1

HCID 223191873-[4-(2-Cyanophenyl)piperidin-1-yl]-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one수율 41.7%

반응 조건

온도
130 °C

실험 절차

29 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one was dissolved in 200 mg of 1-(2-cyanophenyl)piperazine, followed by heating at 130° C. for 72 hours. After the reaction solution was cooled to room temperature, water was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 8 mg of the title compound.

후처리

  1. temperatureAfter the reaction solution was cooled to room temperature
  2. extractionby extracting with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by silica gel chromatography (hexane/ethyl acetate system)

출처 및 근거

ORD 기록
ord-af0fa8fecf1e48a38672b77dd900b2af
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563811B2

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