1,3-Diethyl 2-oxopropanedioate → Diethyl 2-[2-(2-ethylaminopyrimidin-4-yl)-2-oxo-ethyl]-2-hydroxymalonate

HRID 12268

Reaction equation

HRID 12268 reaction equation
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:6][N:5]=1)[CH3:2].[O:13]=[C:14]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10](=[O:12])[CH2:11][C:14]([OH:13])([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:7]=[CH:6][N:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 691051,3-Diethyl 2-oxopropanedioateHCID 684521251-(2-(Ethylamino)pyrimidin-4-yl)ethanone

Product 1

HCID 68452836Diethyl 2-[2-(2-ethylaminopyrimidin-4-yl)-2-oxo-ethyl]-2-hydroxymalonate

Conditions

Temperature
110 °C

Procedure

A mixture consisting of 1.9 g of 1-(2-ethylaminopyrimidin-4-yl)ethanone and 1.86 ml of diethyl ketomalonate is heated at 110° C. for 18 hours. The mixture is purified by column chromatography (silica gel, mobile phase:methylene chloride:methanol=98:2).

Workup

  1. customThe mixture is purified by column chromatography (silica gel, mobile phase:methylene chloride:methanol=98:2)

Sources & evidence

ORD record
ord-0d9dbd0ceb884aa9952e31fab8bb9478
Source dataset
uspto-grants-2010_06
Patent number
US07727989B2

Linked notes

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