5-Amino-2-(piperidin-1-yl)benzonitrile → N-(3-Cyano-4-piperidinophenyl)-1,5-dimethylpyrazole-4-carboxamide

HRID 1744552노트

반응식

HRID 1744552 반응식
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([C:8]([OH:10])=O)[CH:4]=[N:3]1.ON1C2C=CC=CC=2N=N1.[NH2:21][C:22]1[CH:23]=[CH:24][C:25]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[C:26]([CH:29]=1)[C:27]#[N:28]>C(O)C>[C:27]([C:26]1[CH:29]=[C:22]([NH:21][C:8]([C:5]2[CH:4]=[N:3][N:2]([CH3:1])[C:6]=2[CH3:7])=[O:10])[CH:23]=[CH:24][C:25]=1[N:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1)#[N:28]

참가 물질

4

반응물 2

HCID 108457515-Amino-2-(piperidin-1-yl)benzonitrileHCID 222282081-Hydroxybenzotriazole 1,5-dimethylpyrazole-4-carboxylate

생성물 1

HCID 22228107N-(3-Cyano-4-piperidinophenyl)-1,5-dimethylpyrazole-4-carboxamide수율 49.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
78 °C

실험 절차

1-Hydroxybenzotriazole 1,5-dimethylpyrazole-4-carboxylate (1.2 g) and 5-amino-2-piperidinobenzonitrile (0.9 g) were added to ethanol (20 ml) and the mixture was stirred at 78° C. for 3 h. After evaporation of the solvent, aqueous potassium carbonate solution was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. n-Hexane was added to the residue to allow crystallization. The crystals were recrystallized from hydrous ethanol to give the title compound (0.7 g), melting point: 217–218° C.

후처리

  1. customAfter evaporation of the solvent, aqueous potassium carbonate solution
  2. additionwas added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customafter which the solvent was evaporated under reduced pressure
  7. additionn-Hexane was added to the residue
  8. customcrystallization
  9. customThe crystals were recrystallized from hydrous ethanol

출처 및 근거

ORD 기록
ord-21eeb7599b8c4d37a0462f8b5b9a2398
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015218B1

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