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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | {3-Chloro-4-[(2-chloroethyl)methylamino]pyridin-2-yl}methanol | HCID 53764863 | — |
| Reactant | HCID 178526776 | HCID 178526776 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3-Chloro-4-{methyl-[2-(3-nitroimidazo[1,2-b]pyridazin-6-ylsulfanyl)ethyl]amino}-pyridin-2-yl)-methanol | HCID 18799441 | 71.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06043242 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-e458ba9dc41347879ebc40398d467444 |
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| Source note | uspto-grants-2000_03 |
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