Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408520Generated: October 31, 2026

Acetamidine monohydrochloride → Ethyl 2,4-dimethylpyrimidine-5-carboxylate

https://huagongshe.com/reaction/1408520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetamidine monohydrochlorideHCID 67170—
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl 2-acetyl-3-(dimethylamino)acrylateHCID 3806790—
SolventEthanolHCID 702—
ProductEthyl 2,4-dimethylpyrimidine-5-carboxylateHCID 29588842.6%

Reaction Steps

Intermediate 51 (17.6 g, 95 mmol) and acetamidine hydrochloride (17.6 g, 95 mmol), were dissolved in EtOH and added NaOEt (6.5 g, 95 mmol). This mixture was refluxed for 4 h. After that, ethanol removed on rotavapour followed by work-up (AcOEt/H2O) to obtain the crude. Crude was purified by column chromatography using 60-120 mesh silicagel and AcOEt and Petether (25:75) as eluent to obtain the title compound (7.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921364B2
Source datasetuspto-grants-2014_12
ORD IDord-a434670dd69b4fbba7546237ab92a269
Source noteuspto-grants-2014_12