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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 650908Generated: October 29, 2026

Methyl iodide → Methyl 6-chloro-2-methyl-3-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoate

https://huagongshe.com/reaction/650908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-chloro-3-(2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)-2-methylbenzoateHCID 21710140—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 6-chloro-2-methyl-3-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoateHCID 21710151100.5%

Reaction Steps

This compound was prepared in a manner analogous to Step E, Example 1. Here, 8.2 grams (0.0206 mole) of methyl 6-chloro-2-methyl-3-[6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl]benzoate was combined with 5.7 grams (0.410 mole) of potassium carbonate and 4.4 grams (0.309 mole) of methyl iodide in 200 mL of THF. The reaction product was purified by column chromatography on silica gel using mixtures of EtOAc and hexane as eluants. The fractions containing product were combined and concentrated under reduced pressure, yielding 7.8 grams of subject compound. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277847B1
Source datasetuspto-grants-2001_08
ORD IDord-9eb32d49f8f74b1091a5a3a046f18168
Source noteuspto-grants-2001_08