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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927483Generated: October 26, 2026

Potassium Carbonate → 6-(3-Chlorophenyl)-5-methoxy-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/927483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
Reactant6-Bromo-5-methoxypyridine-2-carboxylic acidHCID 7471965—
Solvent1,4-DioxaneHCID 31275—
Product6-(3-Chlorophenyl)-5-methoxy-pyridine-2-carboxylic acidHCID 7108725037.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 6-bromo-5-methoxy-pyridine-2-carboxylic acid (0.3 g, 1 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.23 g, 1 mmol), tris(dibenzylidene-acetone)-dipalladium(0) (CAN 52409-22-0, 0.12 g), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (CAN 161265-03-8, 0.15 g) and potassium carbonate (0.21 g, 2 mmol) in 1,4-dioxane (10 mL) was stirred for 12 h at 110° C. under a nitrogen atmosphere. The reaction mixture was filtered, concentrated under reduced pressure and purified by column chromatography (silica gel, 10 g, eluting with 10% methanol in methylene chloride) to give the title compound (0.1 g, 29%); MS (EI): m/e=264.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290451B2
Source datasetuspto-grants-2016_03
ORD IDord-82e5c69128dd4a36b21af4ae65d749dd
Source noteuspto-grants-2016_03