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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483808Generated: October 31, 2026

Potassium Carbonate → 6-Chloro-3-(3-chlorophenyl)imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1483808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
Reactant3-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 12872323—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product6-Chloro-3-(3-chlorophenyl)imidazo[1,2-b]pyridazineHCID 5741868653%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3-bromo-6-chloroimidazo[1,2-b]pyridazine (2 g, 8.6 mmol) and 3-(chloro)phenylboronic acid (1.35 g, 8.6 mmol) in dioxane/H2O (100 mL, 4:1) was added K2CO3 (2.4 g, 17.2 mmol) and Pd(PPh3)4 (0.19 g, 0.172 mmol), the mixture was stirred at 110° C. for 3 h. The solution was concentrated, partitioned in EtOAc/H2O. The aqueous layer was washed with EtOAc (50 mL) for 3 times. The collected organic layers were dried over Na2SO4, concentrated and purified by column chromatography to give compound 6-chloro-3-(3-chlorophenyl)imidazo[1,2-b]pyridazine (1.2 g, 4.54 mmol, 53% yield) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416132B2
Source datasetuspto-grants-2016_08
ORD IDord-183a7ef3a63a4738927e4aaf0ae5e597
Source noteuspto-grants-2016_08