Potassium Hydroxide → 2-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester

HRID 1789853노트

반응식

HRID 1789853 반응식
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH:13]([C:15]1[CH:16]=[N:17][C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:19][CH:20]=1)[CH3:14])[C:8]([O:10]CC)=[O:9])[CH3:4]>CCO.C(Cl)Cl>[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH:13]([C:15]1[CH:16]=[N:17][C:18]([NH:21][C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])=[CH:19][CH:20]=1)[CH3:14])[C:8]([OH:10])=[O:9])[CH3:4]

참가 물질

5

반응물 2

HCID 14797Potassium Hydroxide2회HCID 542132152-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester

생성물 1

HCID 696503142-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester수율 65.2%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 6344Dichloromethane용매

실험 절차

A solution of KOH (113.6 mg, 2.04 mmol) in EtOH (2 mL) was added dropwise to a solution of 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester (0.7 g, 1.84 mmol) in methylene chloride (4 mL) and EtOH (10 mL) at 0° C. under argon and the reaction mixture was stirred over night. 1M KOH (100 mL) was added and the mixture was washed with methylene chloride. The aqueous phase was acidified to pH 2 using 2 M HCl and extracted with EtOAc. The organic phase was dried and concentrated under reduced pressure to give the crude 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester (423 mg, 65%).

후처리

  1. washthe mixture was washed with methylene chloride
  2. extractionextracted with EtOAc
  3. customThe organic phase was dried
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cd61fcaf6d09420faf778f4a0e3fa1f3
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071175B1

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