Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239861Generated: October 26, 2026

Dimethylformamide → 6-Chloro-8-(4-ethoxyphenylamino)imidazo[1,2-b]pyridazine-3-carbonitrile

https://huagongshe.com/reaction/2239861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-bromo-6-chloro-N-(4-ethoxyphenyl)imidazo[1,2-b]pyridazin-8-amineHCID 86611739—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Product6-Chloro-8-(4-ethoxyphenylamino)imidazo[1,2-b]pyridazine-3-carbonitrileHCID 86611740—

Reaction Conditions

Temperature200 °C

Reaction Steps

In a 5 ml microwave vial was added 3-bromo-6-chloro-N-(4-ethoxyphenyl)imidazo[1,2-b]pyridazin-8-amine (0.3 g, 0.8 mmol) from 1b, Pd(PPh3)4 (0.18 g, 0.16 mmol), Zn(CN)2 (0.47 g, 4.0 mmol) and DMF (3 ml). The reaction was heated via microwave for 25 min at 200° C. Upon cooling, the reaction mixture was diluted with ethyl acetate and filtered through a plug of celite. The solvent was removed in vacuo and the resulting material was purified by silica gel chromatography (ethyl acetate/heptane, 25 min gradient: 5-50% ethyl acetate) to give 0.11 g of 6-chloro-8-(4-ethoxyphenylamino)imidazo[1,2-b]pyridazine-3-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723336B2
Source datasetuspto-grants-2010_05
ORD IDord-cf2c04b5d9c04ea5854760e253efdbee
Source noteuspto-grants-2010_05