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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363648Generated: November 4, 2026

Potassium Carbonate → Methyl N-(3,5-dimethylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate

https://huagongshe.com/reaction/1363648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
Reactantmethyl N-(4-bromophenyl)-N-(3,5-dimethylbenzyl)oxamateHCID 59820918—
CatalystHCID 178477754HCID 178477754—
SolventWaterHCID 962—
ProductMethyl N-(3,5-dimethylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamateHCID 5982091173.3%

Reaction Steps

A mixture of methyl N-(4-bromophenyl)-N-(3,5-dimethylbenzyl)oxamate (707 mg, 1.88 mmol), 4-(trifluoromethoxy)phenylboronic acid (500 mg, 2.44 mmol), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (300 mg, 0.357 mmol), potassium carbonate (389 mg, 2.82 mmol), dioxane (10 ml) and water (1 ml) was stirred at 80° for 4 hours. The reaction mixture was cooled to room temperature, and filtered through celite. The residue obtained by concentration of the filtrate under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1) to give the title compound (630 mg, 73%) as a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884234B2
Source datasetuspto-grants-2011_02
ORD IDord-ff4e045a8ed04ff0a513b5dfaf14189c
Source noteuspto-grants-2011_02