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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383310Generated: October 26, 2026

Sodium Carbonate → 6-Chloro-3-(2-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/383310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-Methoxypyridin-4-yl)boronic acidHCID 23546919—
Reactant3-Bromo-6-chloroimidazo[1,2-a]pyridineHCID 45790042—
CatalystHCID 178419050HCID 178419050—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product6-Chloro-3-(2-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridineHCID 68486091—

Reaction Steps

To a solution of 3-bromo-6-chloro-imidazo[1,2-a]pyridine (1 eq, 0.72 mmol, 0.2 g), 2-methoxypyrid-4-yl boronic acid (1.0 eq, 0.72 mmol, 0.11 g), Na2CO3 (2 eq, 1.44 mmol, 0.152 g) in dioxane (0.6 ml) and water (0.2 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (50 mg). The reaction mixture is heated using microwave radiation at 100° C. for 2 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography on silica eluting with 0-25% EtOAc in iso-hexane to afford the title compound; [M+H]+=260 (262).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367662B2
Source datasetuspto-grants-2013_02
ORD IDord-82c5cfae7b994e2eb3b770a3f16b4eb8
Source noteuspto-grants-2013_02