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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828518Generated: October 31, 2026

Sodium hydride → Tert-butyl (e)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidin-3-yl}-2-methyl-2-propenoate

https://huagongshe.com/reaction/1828518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 2-(diethoxyphosphoryl)propanoateHCID 11644679—
Reactant8-(2-(4-isopropyl-1,3-thiazol-2-yl)-ethyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehydeHCID 22063623—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl (e)-3-{8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4h-pyrido[1,2-a]pyrimidin-3-yl}-2-methyl-2-propenoateHCID 8658814493.1%

Reaction Steps

tert-Butyl 2-(diethylphosphono)propionate (70 mg) was dissolved in tetrahydrofuran(5 ml), added with sodium hydride (60% in oil, 40 mg), and stirred for 10 minutes. The reaction mixture was added with 8-(2-(4-isopropyl-1,3-thiazol-2-yl)-ethyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde (56 mg), stirred for 10 minutes and added with acetic acid (0.2 ml), and then distributed between ethyl acetate and saturated aqueous sodium hydrogencarbonate. The organic layer was concentrated, and the residue was purified by silica gel column chromatography to obtain the title compound (70 mg) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056917B2
Source datasetuspto-grants-2006_06
ORD IDord-fa0b047712a24136bae32803ed3e163a
Source noteuspto-grants-2006_06