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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091948Generated: October 31, 2026

Sodium Carbonate → HCID 68515276, compound

https://huagongshe.com/reaction/2091948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methylcarbamoyl)benzeneboronic acidHCID 2773526—
ReactantMethyl 2-chloro-4-methoxy-5-nitrobenzoateHCID 13498833—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68515276HCID 68515276—

Reaction Conditions

Temperature40 °C

Reaction Steps

Under nitrogen, the mixture of methyl 2-chloro-4-methoxy-5-nitrobenzoate (292 mg, 1.19 mmol), 4-(methylcarbamoyl)phenylboronic acid (319 mg, 1.79 mmol), dichlorobis(triphenylphosphine)palladium (II) (41 mg, 0.06 mmol) and sodium carbonate (378 mg, 3.57 mmol) in THF (8 mL) and water (2 mL) is heated at 40° C. overnight. The reaction mixture is cooled to room temperature and then partitioned between EtOAc and brine. The organic extracts are dried (Na2SO4), concentrated in vacuo, and purified by silica gel chromatography (EtOAc/Hexanes:1/3) to afford Methyl 5-methoxy-4′-(methylcarbamoyl)-4-nitrobiphenyl-2-carboxylate; ESMS m/z 345.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440681B2
Source datasetuspto-grants-2013_05
ORD IDord-d9a2fb3f938f47909ffe095859df8ffd
Source noteuspto-grants-2013_05