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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1021263Erstellt: 26. Oktober 2026

2-(Morpholin-4-yl)pyrimidine-5-carbaldehyde → Methyl 3-{2-[2-(morpholin-4-yl)pyrimidin-5-yl]vinyl}benzoate

https://huagongshe.com/reaction/1021263

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(Morpholin-4-yl)pyrimidine-5-carbaldehydeHCID 3160978—
EduktPhosphonium, [[3-(methoxycarbonyl)phenyl]methyl]triphenyl-, bromideHCID 10051285—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 3-{2-[2-(morpholin-4-yl)pyrimidin-5-yl]vinyl}benzoateHCID 7747432974,6%

Reaktionsschritte

[3-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromide (930 mg) was mixed with DMF (6 ml), and potassium tert-butoxide (300 mg) was added thereto at 0° C., followed by stirring for 30 minutes. 2-(Morpholin-4-yl)pyrimidine-5-carboaldehyde (300 mg) was added to the reaction mixture, followed by stirring at 0° C. for 1 hour, and stirring again at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and EtOAc and a saturated aqueous sodium hydrogen carbonate solution were then added thereto. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain methyl 3-{2-[2-(morpholin-4-yl)pyrimidin-5-yl]vinyl}benzoate (377 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08716470B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-48f5b2f539de47fda0835ba0d15983d5
Quellennotizuspto-grants-2014_05