Water → N-ethoxycarbonyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide

HRID 1789353ノート

反応式

HRID 1789353 の反応式
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[O:8])=[O:5])[CH3:2].[F:9][C:10]1[CH:11]=[C:12]([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[CH:31]3[NH:35][CH2:34][CH2:33][S:32]3)[CH2:18][CH2:17]2)[CH:13]=[CH:14][CH:15]=1.O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[CH2:1]([O:3][C:4]([NH:6][C:7]([N:35]1[CH2:34][CH2:33][S:32][CH:31]1[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[O:24][CH2:23][CH2:22][N:19]1[CH2:18][CH2:17][N:16]([C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([F:9])[CH:11]=2)[CH2:21][CH2:20]1)=[O:8])=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 300166ethyl N-carbonylcarbamate2 回HCID 13768101HCID 13768101、化合物

生成物 1

HCID 13768038N-ethoxycarbonyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide収率 40.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.9 g of ethoxycarbonyl isocyanate is added to a solution of 2 g of 2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine in 30 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 18 hours. 3.1 g of ethoxycarbonyl isocyanate are added to the mixture, and the mixture is stirred at room temperature for 2 hours. Water is added to the mixture, and the aqueous mixture is made alkaline with potassium carbonate. The aqueous mixture is extracted with ethyl acetate, and the extract is washed with water, dried and then concentrated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography (solvent, benzene:ethyl acetate=1:1). 1.05 g of N-ethoxycarbonyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide are obtained as an amorphous powder.

後処理

  1. stirringthe mixture is stirred at room temperature for 2 hours
  2. extractionThe aqueous mixture is extracted with ethyl acetate
  3. washthe extract is washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customto remove solvent
  7. customThe residue is purified by silica gel chromatography (solvent, benzene:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-eaa3856354d9479ba50679c11149fbdb
出典データセット
uspto-grants-1987_08
特許番号
US04689327

反応ノート

読み込み中…