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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755296Generated: November 1, 2026

Sodium hydride → HCID 86682700, compound

https://huagongshe.com/reaction/1755296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,2-DimethylpyrrolidineHCID 414773—
Reactant8-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 46835269—
SolventDimethylformamideHCID 6228—
ProductHCID 86682700HCID 8668270055.8%

Reaction Steps

To a solution of 2,2-dimethylpyrrolidine (0.248 g, 2.5 mmol) in DMF (8 mL) was added NaH (0.060 g, 60% dispersion in mineral oil, 2.5 mmol) and stirred for 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.233 g, 1 mmol) under N2. The mixture was stirred at room temperature for 16 h. Then it was partitioned between 15 mL of saturated NH4Cl solution and 15 mL of ether. The organic layer was washed with water (10 mL×3) and saturated NaCl solution (10 mL×3), dried over NaSO4, concentrated in vacuo, and purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=3:1) to give 6-chloro-8-(2,2-dimethylpyrrolidin-1-yl)imidazo[1,2-b]pyridazine (0.140 g, 22%) as a light brown solid. LC-MS: [M+H]+, 251.1, tR=1.698 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169259B2
Source datasetuspto-grants-2015_10
ORD IDord-525e48a000a748dc8e0cdd3746179395
Source noteuspto-grants-2015_10