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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2366545Erstellt: 25. Oktober 2026

Triethylamine → Benzyl 4-(4-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)piperidin-1-carboxylate

https://huagongshe.com/reaction/2366545

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktBenzyl 4-isocyanatopiperidine-1-carboxylateHCID 2776273—
Edukt4-Bromobutan-2-amine hydrobromideHCID 13555988—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktBenzyl 4-(4-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)piperidin-1-carboxylateHCID 6842047962%

Reaktionsschritte

A solution of benzyl 4-isocyanatopiperidin-1-carboxylate (0.26 g) in acetonitrile (10 mL) was added to a solution of 4-bromobutan-2-amine hydrobromide (0.17 g) and triethylamine (0.10 g) in acetonitrile (10 mL), followed by stirring at room temperature for one hour. Potassium tert-butoxide (0.29 g) and THF (20 mL) were added thereto, and the mixture was further stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with water, and extracted with ethyl acetate. The extract was washed with water and saturated saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1) to obtain the title compound (0.15 g, 45%) as a light brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08697865B2
Quelldatensatzuspto-grants-2014_04
ORD IDord-12d8ef5253194845beca95a5de5a7c84
Quellennotizuspto-grants-2014_04