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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69163Generated: October 25, 2026

Ethyl Acetate → 3-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/69163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
Reactant6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazineHCID 68631628—
SolventDimethylformamideHCID 6228—
Product3-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazineHCID 68632486—

Reaction Conditions

Temperature0 °C

Reaction Steps

6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine (Stage 8.2, 2.22 g, 11.1 mmol) was dissolved in DMF (33 mL) and cooled down to 0° C. with an ice-water bath. Then N-bromo-succinimide (2.3 g, 12.3 mmol) was added and the RM was stirred at the same temperature for 1 h45. It was then taken up with EtOAc and washed with a saturated solution of NaHCO3 and brine. The organic layer was dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O and the precipitate was filtered off to afford the title compound as a yellow solid (tR 1.3 min (conditions 2), MH+=278).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-b6993c850b5e48109f2800ad5a0c28e2
Source noteuspto-grants-2014_09