ethyl N-(2-cyano-3-ethoxyacryloyl)carbamate → 1-(3,3-Diethoxy-butyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile

HRID 12685

Reaktionsgleichung

C([O:3][C:4](=O)[NH:5][C:6](=[O:14])[C:7]([C:12]#[N:13])=[CH:8]OCC)C.[CH2:16]([O:18][C:19]([O:24][CH2:25][CH3:26])([CH3:23])[CH2:20][CH2:21][NH2:22])[CH3:17]>O>[CH2:25]([O:24][C:19]([O:18][CH2:16][CH3:17])([CH3:23])[CH2:20][CH2:21][N:22]1[CH:8]=[C:7]([C:12]#[N:13])[C:6](=[O:14])[NH:5][C:4]1=[O:3])[CH3:26]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

(2-Cyano-3-ethoxy-acryloyl)-carbamic acid ethyl ester (Prep32, 500 mg, 2.3 mmol) was suspended in water (20 mL) and 3,3-diethoxybutylamine (816 μl, 4.7) was added and the mixture warmed at 80° C. for 10 minutes. The reaction mixture was lyophilized and the residue was purified by flash chromatography with petroleum ether-ethyl acetate (1-1) to give 553 mg of the title compound as a white solid (83% yield).

Aufarbeitung

customthe residue was purified by flash chromatography with petroleum ether-ethyl acetate (1-1)

Quellen und Nachweise

ORD-Eintrag: ord-316478c22577439eb2471c1a36ff2cc8
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07727988B2

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