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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524620Generated: October 31, 2026

Methyl iodide → Ethyl 4-(2-chloro-4-fluorophenyl)-1,6-dimethyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/524620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-(2-chloro-4-fluoro-phenyl)-6-methyl-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylateHCID 490024—
SolventAcetonitrileHCID 6342—
ProductEthyl 4-(2-chloro-4-fluorophenyl)-1,6-dimethyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 9004290548%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of ethyl 4-(2-chloro-4-fluorophenyl)-6-methyl-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (2 g, 5.3 mmol), iodomethane (0.97 g, 6.84 mmol) and potassium carbonate (1.47 g, 10.6 mmol) in acetonitrile (50 mL) was stirred at 70° C. for 12 hours, and cooled to 25° C. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=3/1) to give the title compound as a tawny solid (1.0 g, 48%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340538B2
Source datasetuspto-grants-2016_05
ORD IDord-f35b735884de4535b6f60f93e56fd9d5
Source noteuspto-grants-2016_05