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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1632105Generated: November 2, 2026

Potassium Carbonate → HCID 58020178, compound

https://huagongshe.com/reaction/1632105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
Reactant2-Bromo-3-methoxy-6-methylpyridineHCID 10965563—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
SolventWater ethanolHCID 19096565—
ProductHCID 58020178HCID 58020178—

Reaction Conditions

Temperature180 °C

Reaction Steps

To 2-bromo-3-methoxy-6-methylpyridine (0.2 g, 1.0 mmol), 3-chlorophenylboronic acid (1) (0.19 g, 1.2 mmol), PPh3 (0.13 g, 0.5 mmol), K2CO3 (0.06 g, 0.4 mmol) and Pd(OAc)2 (0.03 g, 0.12 mmol) was added dioxane (3 mL), and EtOH—H2O (1:1, 1.5 mL). Ar gas was bubbled through the stirred reaction for 5 min. The reaction was stirred at 180° C. for 15 m using microwave oven (Biotage Intiator II). The reaction was cooled to room temperature, concentrated, and H2O and dichloromethane (40 mL each) were added. The organic layer was separated and the aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic extracts were dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using 1:1 dichloromethane-hexanes then dichloromethane to afford 0.19 g (81%) of I-243 as a viscous liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791267B2
Source datasetuspto-grants-2014_07
ORD IDord-9e100bd8c24743e7910491ac9746953f
Source noteuspto-grants-2014_07