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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539789Generated: October 27, 2026

Acetonitrile → N-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamide

https://huagongshe.com/reaction/539789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPivaloyl chlorideHCID 62493—
Reactant5-(6-Chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-anilineHCID 86667858—
SolventPyridineHCID 1049—
ProductN-[5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-phenyl]-2,2-dimethyl-propanamideHCID 8666785994%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 40 mL vial is charged with 5-(6-chloroimidazo[2,1-f]pyridazin-2-yl)-2-methyl-aniline (0.85 g, 3.28 mmol), acetonitrile (14 mL) and pyridine (0.450 mL). The mixture is added trimethylacetyl chloride (0.628 mL, 0.0051 mol) and stirred for 20 min at 80° C. The mixture is concentrated, taken up in EtOAc (35 mL) and washed once with HCl (20 mL, 1M) and then NaOH (20 mL, 1M). Organic layer is dried, concentrated and purified on silica gel chromatography (0-100% EtOAc in Hexanes) to give the title compound (1.05 g, 94% yield). LCMS m/z=343.5 [M+H]+, tR=2.39 min. (compound same as Example 118)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-6f5f20083bd443a9ab54ab51fbdd8f81
Source noteuspto-grants-2014_10