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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433601Generated: October 30, 2026

Potassium Carbonate → HCID 69041910, compound

https://huagongshe.com/reaction/433601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 5-bromopyridine-3-carboxylateHCID 699336—
Reactant3,4-Dichlorobenzeneboronic acidHCID 2734330—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 69041910HCID 6904191095%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 5-bromopyridine-3-carboxylic acid methyl ester (2 g, 9.3 mmol) in toluene (50 ml) was added tetrakis-(triphenylphosphine)-palladium (0) (320 mg, 0.28 mmol) followed by LiCl (785 mg, 18.5 mmol) and the mixture was stirred 30 min at 20° C. Then 3,4-dichlorophenyl boronic acid (50 wt % in THF/H2O 9:1) (3.7 g, 3.3 ml, 9.7 mmol) and 2N aq. K2CO3 (11.3 ml, 2.5 eq.) were added and the stirred mixture heated under an argon atmosphere at 100° C. for 23 h. After cooling, H2O was added (25 ml) and the aqueous phase separated and extracted with AcOEt. The combined organic extracts were washed with saturated NaCl solution, dried with Na2SO4, filtered and the solvent evaporated and the product dried under high vacuum at 50° C. for 2 h to afford the title compound (2.48g, 95%) as a beige solid. MS: m/e=281.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667335B2
Source datasetuspto-grants-2003_12
ORD IDord-f64772cde8354944a2dd5996dae53647
Source noteuspto-grants-2003_12