Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891010Generated: October 26, 2026

Hydrochloric Acid → 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one

https://huagongshe.com/reaction/1891010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetamidine monohydrochlorideHCID 67170—
Reactant3-[2-(2-Methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl esterHCID 58550520—
ReactantHCID 178418922HCID 178418922—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-oneHCID 13612757467%

Reaction Steps

To a solution of 3-[2-(2-methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl ester (0.26 g, 0.98 mmol) in absolute ethanol (10 mL) was added acetamidine hydrochloride (0.3 g, 3.19 mmol) and tBuOK (0.5 g, 4.46 mmol). The reaction mixture refluxed 12 h. After cooling, a mixture poured into water (10 mL), adjusted to pH 3 with 10% HCl and extracted with CHCl3 (3×20 mL). Organic layers were combined, washed with water (10 mL), then dried over anhydrous sodium sulfate, concentrated and triturated with hexane to obtained 0.17 g (67%) 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507498B2
Source datasetuspto-grants-2013_08
ORD IDord-1f799b78f4b544bd851c4fac63e8462d
Source noteuspto-grants-2013_08