Potassium Hydroxide → 2-(2-Tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid monoethyl ester

HRID 1789797

반응식

HRID 1789797 반응식
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:28])[CH:7]([CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[C:16]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:15]=1)[C:8]([O:10]CC)=[O:9])[CH3:4]>C(O)C.C(Cl)Cl>[CH2:3]([O:5][C:6](=[O:28])[CH:7]([CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[C:16]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:15]=1)[C:8]([OH:10])=[O:9])[CH3:4]

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 545579702-(2-Tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid diethyl ester

생성물 1

HCID 545486422-(2-Tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid monoethyl ester수율 81.3%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 6344Dichloromethane용매

실험 절차

A solution of KOH (0.19 g, 3.43 mmol) in ethanol (5 mL) was added to a solution of 2-(2-tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid diethyl ester (1.20 g, 3.27 mmol) in ethanol (5 mL) and methylene chloride (5 mL) at 0° C. The mixture was stirred for 18 h at room temperature. The mixture was concentrated under reduced pressure and water was added to the residue. The aqueous layer was washed with diethyl ether, acidified to pH 4 by 1M HCl, and extracted with methylene chloride. The organic layer was washed with water, brine and dried. After filtration and evaporation in vacuo, the crude product was purified by flash chromatography (CH3OH/CH2Cl2, 1:20) to yield 2-(2-tert-butoxycarbonylamino-pyridin4-ylmethyl)-malonic acid monoethyl ester (0.90 g, 81%).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure and water
  2. additionwas added to the residue
  3. washThe aqueous layer was washed with diethyl ether
  4. extractionextracted with methylene chloride
  5. washThe organic layer was washed with water, brine
  6. customdried
  7. filtrationAfter filtration and evaporation in vacuo
  8. customthe crude product was purified by flash chromatography (CH3OH/CH2Cl2, 1:20)

출처 및 근거

ORD 기록
ord-d245cc3b73f8448fb111e6ba4a53d5dd
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071175B1

연결된 노트

불러오는 중…