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

HRID 1744552ノート

反応式

HRID 1744552 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-21eeb7599b8c4d37a0462f8b5b9a2398
出典データセット
uspto-grants-2006_03
特許番号
US07015218B1

反応ノート

読み込み中…