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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383300Generated: October 30, 2026

Water → 7-Chloro-3-(2-chloro-pyridin-4-yl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/383300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloropyridine-4-boronic acidHCID 5151595—
Reactant3-Bromo-7-chloroimidazo[1,2-a]pyridineHCID 46739118—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
Product7-Chloro-3-(2-chloro-pyridin-4-yl)-imidazo[1,2-a]pyridineHCID 86644343—

Reaction Steps

3-Bromo-7-chloro-imidazo-[1,2-a]-pyridine (1 eq, 6.48 mmol, 1.5 g) and 2-chloro-pyridine-4-boronic acid (1 eq, 6.48 mmol, 1.02 g) are dissolved in DME (6 ml) and water (2 ml) and Na2CO3 (2 eq, 13.0 mmol, 1.61 g) is added. PdCl2(PPh3)2 (0.06 eq, 0.389 mmol, 273 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 10 min. At the completion of this time the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 8:2 DCM/MeOH to yield 7-chloro-3-(2-chloro-pyridin-4-yl)-imidazo[1,2-a]pyridine as an orange solid; [M+H]+=265

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367662B2
Source datasetuspto-grants-2013_02
ORD IDord-f80e09f6ab894d97a79d1a10967103ae
Source noteuspto-grants-2013_02