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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755285Generated: November 2, 2026

Sodium hydride → HCID 86682693, compound

https://huagongshe.com/reaction/1755285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Ethylpyridin-2-amineHCID 9812777—
Reactant8-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 46835269—
SolventDimethylformamideHCID 6228—
ProductHCID 86682693HCID 86682693220.6%

Reaction Steps

To a solution of 5-ethylpyridin-2-amine (394 mg, 3.23 mmol) in DMF (8 mL) was added NaH (129 mg, 60% dispersion in mineral oil, 3.23 mmol) under N2 atmosphere at room temperature and stirred for another 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.3 g, 1.3 mmol). After 20 h stirring at room temperature, saturated NH4Cl solution was added and the reaction mixture was extracted with ether (200 mL) and washed with water (2×50 mL), then brine (2×50 mL). After drying and filtration, it was concentrated to afford 6-chloro-N-(5-ethylpyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (785 mg, crude) as a yellow solid that was used directly without further purification. LC-MS: [M+1]+=274, tR=1.726 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169259B2
Source datasetuspto-grants-2015_10
ORD IDord-7416e3b9cb8641669fc32b869e042896
Source noteuspto-grants-2015_10