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HRID 487536Erstellt: 24. Oktober 2026

Diethyl Ether → 2-Butyl-3,5,7,8-tetrahydro-4-oxo-pyrido[4,3-d]pyrimidine-6(4H)-carboxylic acid 2-(trimethylsilyl)ethyl ester

https://huagongshe.com/de/reaction/487536

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktSodium MethoxideHCID 10942334—
EduktPentanimidamide HydrochlorideHCID 11615174—
Edukt4-Oxo-1,3-piperidinedicarboxylic acid 3-ethyl 1-[2-(trimethylsilyl)ethyl]esterHCID 54537175—
LösungsmittelEthanolHCID 702—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Produkt2-Butyl-3,5,7,8-tetrahydro-4-oxo-pyrido[4,3-d]pyrimidine-6(4H)-carboxylic acid 2-(trimethylsilyl)ethyl esterHCID 13637838232,6%

Reaktionsschritte

To a mixture of 2.2 g of 4-oxo-1,3-piperidinedicarboxylic acid 3-ethyl 1-[2-(trimethylsilyl)ethyl]ester and 1.2 g of valeramidine hydrochloride in 15 ml of dry ethyl alcohol is added 7 ml of 1M sodium methoxide in methanol. The resulting mixture is stirred and heated under reflux for 25 minutes. The reaction mixture is allowed to cool, filtered and the solid washed with ethyl alcohol. The combined filtrates are evaporated in vacuo without heat to give an oily solid. Ether and water are added to the residue followed by refrigeration. The resulting crystalline solid is collected, washed with ether and air dried to give 0.8 g of the desired product as a crystalline solid, m.p. 152°-155° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05296480
Quelldatensatzuspto-grants-1994_03
ORD IDord-9f3e222c635f4699b0f8cc55846eb83b
Quellennotizuspto-grants-1994_03