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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201996Generated: October 29, 2026

Potassium Carbonate → Methyl 3-(3-pyridinyl)benzoate

https://huagongshe.com/reaction/2201996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-BromopyridineHCID 12286—
Reactant1,4-DioxaneHCID 31275—
Reactant3-(Methoxycarbonyl)benzeneboronic acidHCID 2734714—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductMethyl 3-(3-pyridinyl)benzoateHCID 413318890%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (3-(methoxycarbonyl)phenyl)boronic acid (600 mg, 3.33 mmol), 3-bromopyridine (479 mg, 3.0 mmol), K2CO3 (1.2 g, 9.0 mmol) and Pd(dppf)Cl2 (50 mg) in a solution of dioxane (10 mL) and H2O (2.5 mL) was stirred at 120° C. for 30 minutes with microwave heating under N2. The catalyst was then filtered and the filtrate concentrated. The residue was then purified by column chromatography to give the desired product and used directly in the next step. (630 mg Yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365519B2
Source datasetuspto-grants-2016_06
ORD IDord-a4e7326ebdf64e65bdd023710d273d12
Source noteuspto-grants-2016_06