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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383314Generated: October 31, 2026

Sodium Carbonate → HCID 86644345, compound

https://huagongshe.com/reaction/383314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloropyridine-4-boronic acidHCID 5151595—
Reactant3-Bromo-6-(trifluoromethyl)imidazo[1,2-a]pyridineHCID 45588228—
CatalystHCID 178419050HCID 178419050—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86644345HCID 86644345—

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of 3-Bromo-6-trifluoromethyl-imidazo[1,2-a]pyridine (1 eq, 2.9 mmol, 0.77 g), 2-chloropyrid-4-yl boronic acid (1.05 eq, 3.05 mmol, 0.478 g), Na2CO3 (2 eq, 5.81 mmol, 0.616 g) in dioxane (45 ml) and water (13.5 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (0.1 eq, 0.03 mmol, 200 mg). The reaction mixture is heated at 95° C. for 16 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 chromatography on silica eluting with 0-10% MeOH in EtOAc to afford the title compound; [M+H]+=297/299.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367662B2
Source datasetuspto-grants-2013_02
ORD IDord-4718c484ac6740b09a5e8cca5e1356b0
Source noteuspto-grants-2013_02