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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 127375Generated: October 27, 2026

Hydrochloric Acid → Ethyl 5-hydroxy-8-(2-methoxyethyl)-7-oxo-2-phenyl-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/127375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ethoxideHCID 2723922—
ReactantPropanedioic acid, monoethyl esterHCID 3595298—
Reactant1-(2-methoxyethyl)-7-phenyl-1H-pyrimido[4,5-d][1,3]oxazine-2,4-dioneHCID 20562058—
ProductEthyl 5-hydroxy-8-(2-methoxyethyl)-7-oxo-2-phenyl-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylateHCID 54727901—

Reaction Steps

50 ml. of NaOEt (0.5 g. Na -0.021 mole) was added to 3.4 g. (0.021 mole) of ethyl malonate and stirred 10 minutes, then evaporated to dryness. DMF was added until a solution was achieved and then 3.2 g. (0.011 mole) of 1-(2-methoxyethyl)-7-phenyl-2H-pyrimido[4,5-d][1,3]oxazine-2,4(1H)-dione was added and this mixture refluxed 2 hours. The chilled reaction was poured into dilute HCl and the ensuing precipitate filtered off and rinsed with water. Recrystallization from ethyl acetate gave 3.5 g. of the title product--m.p. 178°-179° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04255568
Source datasetuspto-grants-1981_03
ORD IDord-8832cfa4bcd84af9841cea0273cc5c24
Source noteuspto-grants-1981_03