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

Diethyl Malonate → 2-(6-Tert-butoxycarbonylamino-pyridin-3-ylmethyl)-malonic acid diethyl ester

HRID 1789805
노트
인쇄 미리보기

반응식

HRID 1789805 반응식
[H-].[Na+].[C:3]([O:11][CH2:12][CH3:13])(=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:14]([O:18][C:19](=[O:29])[NH:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27]Br)=[CH:23][N:22]=1)([CH3:17])([CH3:16])[CH3:15]>C1COCC1>[CH2:12]([O:11][C:3](=[O:10])[CH:4]([CH2:27][C:24]1[CH:23]=[N:22][C:21]([NH:20][C:19]([O:18][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:29])=[CH:26][CH:25]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7761Diethyl MalonateHCID 24758Sodium hydrideHCID 23030321tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

생성물 1

HCID 544806432-(6-Tert-butoxycarbonylamino-pyridin-3-ylmethyl)-malonic acid diethyl ester수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of NaH (0.49 g, 16.3 mmol, 80%) in THF (15 mL) at 0° C. was added diethyl malonate (2.61 g, 16.3 mmol). The mixture was stirred for 15 min and was then added dropwise to a refluxed mixture of (5-bromomethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (3.90 g, 13.6 mmol) in THF (25 mL), and the resulting solution was refluxed for 15 min. After evaporation of the solvent, the crude product was purified by flash chromatography (methanol/CH2Cl2, 1:100→2.5:100) to give 2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-malonic acid diethyl ester (2.18 g, 44%).

후처리

  1. temperaturethe resulting solution was refluxed for 15 min
  2. customAfter evaporation of the solvent
  3. customthe crude product was purified by flash chromatography (methanol/CH2Cl2, 1:100→2.5:100)

출처 및 근거

ORD 기록
ord-fdd178d6b86e4eb282f637ab9c2a16a5
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071175B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트