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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637638Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → (3-Chloro-4-{methyl-[2-(3-nitroimidazo[1,2-b]pyridazin-6-ylsulfanyl)ethyl]amino}-pyridin-2-yl)-methanol

https://huagongshe.com/reaction/1637638

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant{3-Chloro-4-[(2-chloroethyl)methylamino]pyridin-2-yl}methanolHCID 53764863—
ReactantHCID 178526776HCID 178526776—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(3-Chloro-4-{methyl-[2-(3-nitroimidazo[1,2-b]pyridazin-6-ylsulfanyl)ethyl]amino}-pyridin-2-yl)-methanolHCID 1879944171.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

0.33 g (1.28 mmol) of {3-chloro-4-[(2-chloro-ethyl)methylamino]pyridin-2-yl}methanol and 0.33 g (1.68 mmol) of 3-nitroimidazo[1,2-b]pyridazine-6-thiol are dissolved in 10 ml of anhydrous dimethylformamide under an argon atmosphere, and the solution is treated with 0.25 ml (1.53 mmol) of DBU and then stirred at 50° C for 5 h. It is then cooled to room temperature and diluted with ethyl acetate. The precipitate is filtered off, washed with ethyl acetate and diethyl ether and dried. 0.36 g (71%) of the title compound is isolated as a pale beige solid. M.p. 189-191° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06043242
Source datasetuspto-grants-2000_03
ORD IDord-e458ba9dc41347879ebc40398d467444
Source noteuspto-grants-2000_03