홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Acetyl chloride → N,O-diacetyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboximidic acid

HRID 1789358
노트
인쇄 미리보기

반응식

HRID 1789358 반응식
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH:23]3[N:27]([C:28]([NH2:30])=[O:29])[CH2:26][CH2:25][S:24]3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[C:38](Cl)(=[O:40])[CH3:39].[O:42]1CC[CH2:44][CH2:43]1>>[C:38]([N:30]=[C:28]([N:27]1[CH2:26][CH2:25][S:24][CH:23]1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][N:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=2)[CH2:9][CH2:10]1)[O:29][C:43](=[O:42])[CH3:44])(=[O:40])[CH3:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 6367Acetyl chloride2회HCID 8028Tetrahydrofuran2회HCID 8471Triethylamine2회HCID 137680352-{2-[2-(4-(3-Fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide

생성물 1

HCID 20188172N,O-diacetyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboximidic acid수율 56%

실험 절차

1.08 g of 2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboxamide are dissolved in 20 ml of tetrahydrofuran, and 0.76 g of triethylamine is added thereto. A solution of 0.59 g of acetyl chloride in one ml of tetrahydrofuran is added to the mixture under ice-cooling, and the mixture is stirred at room temperature for 3 days. 0.59 g of acetyl chloride and 0.76 g of triethylamine are added to the mixture, and the mixture is stirred at room temperature for 24 hours. The mixture is concentrated under reduced pressure to remove solvent. The residue is dissolved in ethyl acetate, and the solution is washed with a saturated sodium chloride solution, an aqueous sodium bicarbonate solution and a sodium chloride solution, successively. The ethyl acetate solution is dried and concentrated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography (solvent, chloroform:ethyl acetate=2:1). The eluate is concentrated under reduced pressure to remove solvent, and the residue is recrystallized from a mixture of chloroform and ether. 0.72 g of N,O-diacetyl-2-{2-[2-(4-(3-fluorophenyl)piperazin-1-yl)ethyloxy]phenyl}thiazolidine-3-carboximidic acid is obtained. Yield: 56%.

후처리

  1. temperaturecooling
  2. stirringthe mixture is stirred at room temperature for 24 hours
  3. concentrationThe mixture is concentrated under reduced pressure
  4. customto remove solvent
  5. dissolutionThe residue is dissolved in ethyl acetate
  6. washthe solution is washed with a saturated sodium chloride solution
  7. dry with materialThe ethyl acetate solution is dried
  8. concentrationconcentrated under reduced pressure
  9. customto remove solvent
  10. customThe residue is purified by silica gel chromatography (solvent, chloroform:ethyl acetate=2:1)
  11. concentrationThe eluate is concentrated under reduced pressure
  12. customto remove solvent
  13. customthe residue is recrystallized from a mixture of chloroform and ether

출처 및 근거

ORD 기록
ord-7c55a82908a04847bac89c1a561b1980
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04689327

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트