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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383319Generated: October 31, 2026

Water → 7-Chloro-3-(2,6-dichloro-pyridin-4-yl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/383319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 44516386—
Reactant3-Bromo-7-chloroimidazo[1,2-a]pyridineHCID 46739118—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
Product7-Chloro-3-(2,6-dichloro-pyridin-4-yl)-imidazo[1,2-a]pyridineHCID 86644346—

Reaction Steps

3-Bromo-7-chloro-imidazo[1,2-a]pyridine (1 eq, 3.02 mmol, 700 mg) and 2,6-dichloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (1.1 eq, 3.32 mmol, 1.01 g) are dissolved in DME (4 ml) and water (1 ml) and Na2CO3 (1.5 eq, 5.53 mmol, 562 mg) is added. PdCl2(PPh3)2 (0.1 eq, 0.3 mmol, 212 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 15 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 9:1 DCM/MeOH to yield 7-chloro-3-(2,6-dichloro-pyridin-4-yl)-imidazo[1,2-a]pyridine as a yellow solid; [M+H]+=299

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367662B2
Source datasetuspto-grants-2013_02
ORD IDord-6000b44755944df5bd3517ca750018c6
Source noteuspto-grants-2013_02