Phosphorus oxychloride → 3-[3-(3-Methoxypropyl)-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-4-yl]-2-methylbenzonitrile

HRID 1797116

반응식

HRID 1797116 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][CH2:8][CH2:9][CH2:10][C:11]1[N:15]([C:16]2[C:17]([CH3:25])=[C:18]([CH:22]=[CH:23][CH:24]=2)[C:19]([NH2:21])=O)[C:14]([C:26]2[CH:27]=[N:28][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:30][CH:31]=2)=[N:13][N:12]=1>>[CH3:6][O:7][CH2:8][CH2:9][CH2:10][C:11]1[N:15]([C:16]2[C:17]([CH3:25])=[C:18]([CH:22]=[CH:23][CH:24]=2)[C:19]#[N:21])[C:14]([C:26]2[CH:27]=[N:28][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:30][CH:31]=2)=[N:13][N:12]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 220192513-[3-(3-Methoxypropyl)-5-(6-phenylpyridin-3-yl)-1,2,4-triazol-4-yl]-2-methylbenzamide

생성물 1

HCID 102015733-[3-(3-Methoxypropyl)-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-4-yl]-2-methylbenzonitrile수율 52.3%

실험 절차

Phosphorus oxychloride (8 ml) was added to 3-[3-(3-methoxypropyl)-5-(6-phenylpyridin-3-yl)-1,2,4-triazol-4-yl]-2-methylbenzamide (770 mg) prepared in the Example 4, and refluxed under heating for 3 hours. After the reaction solution was cooled to ambient temperature, the solution was concentrated under reduced pressure. Chloroform was added to the resulting residue, which was then washed with saturated aqueous sodium hydrogen carbonate solution. Subsequently, the organic layer was dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting solid was recrystallized from ethyl acetate, to afford the entitled compound as white crystal (386 mg, 52%). The physico-chemical values are as follows.

후처리

  1. customprepared in the Example 4
  2. temperaturerefluxed
  3. temperatureunder heating for 3 hours
  4. concentrationthe solution was concentrated under reduced pressure
  5. additionChloroform was added to the resulting residue, which
  6. washwas then washed with saturated aqueous sodium hydrogen carbonate solution
  7. dry with materialSubsequently, the organic layer was dried over anhydrous magnesium sulfate
  8. customAfter the solvent was evaporated under reduced pressure
  9. customthe resulting solid was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-d5e900921ba947fea1b5b66c8001fe93
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07034047B2

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