HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-{3-[3-Methyl-2-(pyrimidin-2-ylsulfanylmethyl)-pyridin-4-ylsulfanyl]propyisulfanyl)3-nitro-imidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine | HCID 18799383 | — |
| Reactant | HCID 178418793 | HCID 178418793 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 6-{3-[3-Methyl-2-(pyrimidin-2-ylsulfanylmethyl)-pyridin-4-ylsulfanyl]propyisulfanyl)3-nitro-imidazo[1,2-b]pyridazine | HCID 70272548 | — |
Reaction Steps
A suspension of 6-[3-(2-chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine (1.23 g, 3.0 mmol), 2-mercaptopyrimidine (330 mg, 2.9 mmol) and triethylamine (335 mg, 3.3 mmol) in isopropanol (100 ml) is heated under reflux for 4.5 h. After cooling, the suspension is stirred at room temperature for a further 18 h and then at 0° C. for 0.5 h. The precipitate is filtered off, washed with isopropanol and dried at 40° C. in vacuo. The crystalline solid is then suspended in water (50 ml) and sodium carbonate solution (10 ml). After filtration and drying in vacuo at 40° C., the title compound is isolated as a pale beige solid. Yield 1.40 g (93%), m.p. 143-147° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06043242 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-c1ba600103584a7e863b1d84bb339ac1 |
| Source note | uspto-grants-2000_03 |