Dipropylamine → HCID 15106962、化合物

HRID 2108063ノート

反応式

HRID 2108063 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH2:19][C:20](O)=[O:21])[S:17][C:13]=2[N:12]2[C:23]([CH3:26])=[N:24][N:25]=[C:11]2[CH:10]([CH3:27])[N:9]=1.ON1C2C=CC=CC=2N=N1.[CH2:38]([NH:41][CH2:42][CH2:43][CH3:44])[CH2:39][CH3:40].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[CH2:38]([N:41]([CH2:42][CH2:43][CH3:44])[C:20](=[O:21])[CH2:19][CH2:18][C:16]1[S:17][C:13]2[N:12]3[C:23]([CH3:26])=[N:24][N:25]=[C:11]3[CH:10]([CH3:27])[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:14]=2[CH:15]=1)[CH2:39][CH3:40]

参加物

6

反応物 4

HCID 8902DipropylamineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 14699764HCID 14699764、化合物

生成物 1

HCID 15106962HCID 15106962、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1.1 g of 3-[4-(2-chlorophenyl)-6,9-dimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]propionic acid in 15 ml of dimethylformamide are added 0.4 g of N-hydroxybenzotriazole and 0.4 ml of dipropylamine and stirred at room temperature for 10 minutes. To the mixture is added 0.65 g of dicyclohexyl carbodiimide under ice-cooling and stirred for 4 hours and furthermore stirred at room temperature for 16 hours. The resulting dicyclohexylurea is filtered off and to the filtrate is added 50 ml of chloroform. The solution is washed with 5% aqueous sodium hydrogencarbonate solution and water and dried over anhydrous magnesium sulfate. After separating by filtration, the filtrate is concentrated under reduced pressure and the residue is subjected to chromatography on silica gel and then eluted with a mixture of chloroform-methanol (100:1 to 100:3). The eluate of the objective fraction is concentrated under reduced pressure to give 1 g of 3-[4-(2-chlorophenyl)-6,9-dimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]propionic acid N,N-dipropylamide as pale yellow viscous oil.

後処理

  1. temperaturecooling
  2. stirringstirred for 4 hours
  3. stirringfurthermore stirred at room temperature for 16 hours
  4. filtrationThe resulting dicyclohexylurea is filtered off and to the filtrate
  5. additionis added 50 ml of chloroform
  6. washThe solution is washed with 5% aqueous sodium hydrogencarbonate solution and water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customAfter separating by filtration
  9. concentrationthe filtrate is concentrated under reduced pressure
  10. washeluted with a mixture of chloroform-methanol (100:1 to 100:3)
  11. concentrationThe eluate of the objective fraction is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-87fe0ff6eafb4ddd8f4fa2c5a7eb8e4e
出典データセット
uspto-grants-1990_06
特許番号
US04937240

反応ノート

読み込み中…