HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → (rac)-4-{3-[1-(5,7-Difluoro-quinolin-6-yl)-ethyl]-imidazo[1,2-b]pyridazin-6-yl}-1-methyl-piperazin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 1-Methylpiperazin-2-one--hydrogen chloride (1/1) | HCID 17060766 | — |
| Reactant | (Rac)-6-[1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline | HCID 58147541 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (rac)-4-{3-[1-(5,7-Difluoro-quinolin-6-yl)-ethyl]-imidazo[1,2-b]pyridazin-6-yl}-1-methyl-piperazin-2-one | HCID 50914186 | — |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
(rac)-6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Intermediate C, 50 mg, 0.145 mmol), KF (84 mg, 1.45 mmol) and 1-methylpiperazine-2-one hydrochloride (65 mg, 0.435 mmol) were suspended in NMP (0.483 mL). The RM was stirred at 180° C. for 5 h. The mixture was filtered and the obtained filtrate was purified by reverse phase chromatography (water+0.1% TFA/acetonitrile+0.1% TFA). The collected fractions were concentrated and the residue was dissolved in MeOH, passed through an SPE cartridge of PL-HCO3 MP. The filtrate was concentrated to afford the title compound as a brownish oil (tR 3.19 min (conditions 1), MH+=423).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389526B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-d70891a8dee34bf49b96d15312ef8b9d |
| Source note | uspto-grants-2013_03 |