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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539813Generated: October 29, 2026

Pyridine → N-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylphenyl)pivalamide

https://huagongshe.com/reaction/539813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetonitrileHCID 6342—
ReactantPivaloyl chlorideHCID 62493—
Reactant5-(6-Chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylanilineHCID 57516229—
SolventWaterHCID 962—
ProductN-(5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylphenyl)pivalamideHCID 8666786392.1%

Reaction Steps

A flask is charged with 5-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-ethylaniline (4.00 g, 0.0146 mol), acetonitrile (120 mL) and pyridine (3.54 mL, 0.0438 mol). The mixture is stirred and trimethylacetyl chloride (1.98 mL, 0.0161 mol) is added and the mixture stirred for 16 hr at room temp. When the reaction is complete the mixture is diluted with water (500 mL) and stirred for 1 hour, and solid collected, washed with water (3×50 mL). Crude product is purified by silica gel chromatography (0-50% EtOAc in CH2Cl2) to give the title compound (4.8 g, 92%). LCMS m/z=357.5, 359.4 [M+H]+, tR=2.57 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-b80fc4985621432b8490cb217cb732aa
Source noteuspto-grants-2014_10