HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(3-Quinolin-6-ylmethyl-imidazo[1,2-b]pyridazin-6-yl)-piperidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 6-[6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-imidazo[1,2-b]pyridazin-3-yl methyl]-quinoline | HCID 57917327 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3-Quinolin-6-ylmethyl-imidazo[1,2-b]pyridazin-6-yl)-piperidin-4-one | HCID 57917237 | — |
Reaction Steps
6-[6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-imidazo[1,2-b]pyridazin-3-yl methyl]-quinoline (Example 110, 132 mg, 0.329 mmol) was dissolved in THF (493 μL). A 2 M HCl solution (493 μL) was then added and the RM was stirred at rt for 22 h and then at 40° C. for 3 h. A basic work up (KHCO3) followed by a crystallization in Et2O/isopropanol afforded the title compound as white crystals (tR 1.33/1.48 min (conditions 6), MH+=358.1, 1H-NMR in DMSO-d6: 8.84 (m, 1H); 8.29 (m, 1H); 7.90 (m, 3H); 7.72 (m, 1H); 7.49 (m, 2H); 7.22 (d, 1H); 4.42 (s, 2H); 3.85 (m, 4H); 2.35 (m, 4H)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822468B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-359736c4bb3a4c8387c98829a69f63f5 |
| Source note | uspto-grants-2014_09 |