Ethyl Acetate → HCID 54394959, 화합물

HRID 1789811노트

반응식

HRID 1789811 반응식
[CH3:1][CH:2]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[H-].[Na+].[C:17]([O:21][C:22](=[O:32])[NH:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30]Br)=[CH:26][N:25]=1)([CH3:20])([CH3:19])[CH3:18].CCOC(C)=O>CN(C=O)C.CCCCCCC.CCOC(C)=O>[CH2:13]([O:12][C:10](=[O:11])[C:2]([CH2:30][C:27]1[CH:26]=[N:25][C:24]([NH:23][C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:32])=[CH:29][CH:28]=1)([CH3:1])[C:3]([O:5][C:6]([CH3:8])([CH3:9])[CH3:7])=[O:4])[CH3:14]

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 13198666tert-Butyl ethyl methylpropanedioateHCID 23030321tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

생성물 1

HCID 54394959HCID 54394959, 화합물수율 61.5%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매3회HCID 21899848Ethylacetate heptane용매

실험 절차

A solution of tert-butyl ethyl methylmalonate (457 mg, 2.26 mmol) in DMF (4 mL) was added dropwise to a suspension of NaH (90 mg, 2.26 mmol, 60% in oil) in DMF (4 mL). The reaction mixture was stirred for 20 min. A solution of (5-bromomethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (500 mg, 1.74 mmol) in DMF (2.5 mL) was added and the reaction was stirred for 70 min. EtOAc was added and the mixture was washed with water and brine, dried and concentrated under reduced pressure. Chromathography (Heptane/EtOAc, 3:1→1:3) gave 2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethyl)-2-methyl-malonic acid tert-butyl ester ethyl ester (437 mg, 61% yield).

후처리

  1. stirringthe reaction was stirred for 70 min
  2. washthe mixture was washed with water and brine
  3. customdried
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f8a92e98d3404dbf8bf128e5eee8b1de
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071175B1

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