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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892281Generated: November 2, 2026

Trifluoroacetic acid → 3-Bromo-6-chloroimidazo(1,2-b)pyridazine

https://huagongshe.com/reaction/1892281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-bromobutanimideHCID 67184—
ReactantImidazo(1,2-b)pyridazine, 6-chloro-HCID 138828—
SolventAcetonitrileHCID 6342—
Product3-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 1287232395%

Reaction Steps

To a solution of 6-chloroimidazo[1,2-b]pyridazine (5 g, 32.6 mmol) in acetonitrile (300 mL) was added NBS (6.37 g, 35.8 mmol) and TFA (0.75 mL). The resulting solution was allowed to stir at it overnight. The solvents were removed under reduced pressure and the residue was dissolved in EtOAc, washed with NaHCO3 solution, water and brine, dried over Na2SO4 and concentrated in vacuo to afford 7.2 g (92%) of the title compound as a light yellow solid. 1H-NMR (400 MHz, CDCl3) δ ppm 7.91 (d, 1H), 7.79 (s, 1H), 7.12 (d, 1H). LCMS (method A): [MH]+=232/234, tR=4.48 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-caad7f29d2a242dc8fe54e1db6cc63d8
Source noteuspto-grants-2013_08