2-Mercaptoethanol → N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide

HRID 52095노트

반응식

HRID 52095 반응식
[SH:1][CH2:2][CH2:3][OH:4].[OH-].[K+].[N:7]1([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([O:20][CH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:28])[CH2:26]Cl)[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>CO>[N:7]1([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([O:20][CH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:28])[CH2:26][S:1][CH2:2][CH2:3][OH:4])[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

참가 물질

5

반응물 3

HCID 15672-MercaptoethanolHCID 14797Potassium HydroxideHCID 19962925N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide

생성물 1

HCID 19962907N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide수율 77%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

0.12 ml of 2-mercaptoethanol was added to a solution of 0.13 g of 85% potassium hydroxide and 0.50 g of N-[3-(4-piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide [prepared as described in step (a) above] in 10 ml methanol, and the resulting mixture was stirred at room temperature for 1 hour. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, the concentrate was mixed with water, and the resulting aqueous mixture was extracted with chloroform. The extract was concentrated by evaporation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of ethanol and chloroform as the eluent, to give 0.43 g (yield 77%) of the title compound as an oil.

후처리

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. additionthe concentrate was mixed with water
  3. extractionthe resulting aqueous mixture was extracted with chloroform
  4. concentrationThe extract was concentrated by evaporation under reduced pressure
  5. customthe residue was purified by column chromatography through silica gel
  6. additionby volume mixture of ethanol and chloroform as the eluent

출처 및 근거

ORD 기록
ord-19df28b2737b4a69a239e6d9146cc7db
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616579

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