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-(pyridin-2-yl)piperazin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 1-(Pyridin-2-yl)piperazin-2-one dihydrochloride | HCID 56777099 | — |
| 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-(pyridin-2-yl)piperazin-2-one | HCID 50914777 | — |
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, 1.450 mmol), 1-(pyridin-2-yl)piperazin-2-one dihydrochloride salt (109 mg, 0.435 mmol) were suspended in NMP (483 μL). The RM was stirred at 180° C. for 16 h. The mixture was purified by preparative UPLC with acetonitrile and water (+0.1% TFA) The fractions were collected and acetonitrile was removed. It was taken up with MeOH and passed through an SPE cartridge of PL-HCO3 MP from polymer lab. The solvent was removed and a brown solid was obtained (tR 1.0 min (conditions 4), MH+=486).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389526B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-64b0bf7dba6d4985ade70a966b2ea49a |
| Source note | uspto-grants-2013_03 |