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Cysteamine → 2-{2-[2-(4-(3-Fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine

HRID 867910
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HRID 867910 반응식
[NH2:1][CH2:2][CH2:3][SH:4].[OH-].[Na+].[F:7][C:8]1[CH:9]=[C:10]([C:14]2[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][O:22][C:23]3[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=3[CH:25]=O)[CH2:18][CH:19]=2)[CH:11]=[CH:12][CH:13]=1>C(O)C>[F:7][C:8]1[CH:9]=[C:10]([C:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][O:22][C:23]3[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=3[CH:25]3[NH:1][CH2:2][CH2:3][S:4]3)[CH2:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1
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참가 물질

5

반응물 3

HCID 6058CysteamineHCID 14798Sodium HydroxideHCID 138430162-{2-[4-(3-Fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]ethyloxy}benzaldehyde

생성물 1

HCID 137496142-{2-[2-(4-(3-Fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine수율 86.9%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

8.09 g of cysteamine hydrochlorideare dissolved in 450 ml of ethanol, and 2.93 g of sodium hydroxide are added thereto. The mixture is stirred at room temperature for 10 minutes. A solution of 21.05 g of 2-{2-[4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]ethyloxy}benzaldehyde in 50 ml of ethanol is added to the mixture, and the mixture is further stirred at room temperature for 14 hours. The mixture is concentrated and then extracted with ethyl acetate. The extract is washed with a saturated sodium chloride solution, dried and then evaporated to remove the solvent. The residue is recrystallized from n-hexane. 21.62 g of 2-{2-[2-(4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine are obtained. Yield: 69%.

후처리

  1. stirringthe mixture is further stirred at room temperature for 14 hours
  2. concentrationThe mixture is concentrated
  3. extractionextracted with ethyl acetate
  4. washThe extract is washed with a saturated sodium chloride solution
  5. customdried
  6. customevaporated
  7. customto remove the solvent
  8. customThe residue is recrystallized from n-hexane

출처 및 근거

ORD 기록
ord-09a2bf1ceca247489670ab60b4ccb608
출처 데이터셋
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04777178

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