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

HRID 1789353노트

반응식

HRID 1789353 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 300166ethyl N-carbonylcarbamate2회HCID 13768101HCID 13768101, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-eaa3856354d9479ba50679c11149fbdb
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04689327

반응 노트

불러오는 중…