Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 58147520 | HCID 58147520 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 50913305 | HCID 50913305 | — |
Reaction Steps
(rac)-6-chloro-3-(1-(4,6-difluoro-1-isopropyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine (Intermediate U, 56.4 mg, 0.15 mmol), KF (43.6 mg, 0.75 mmol) and 1-methylperazine-2-one hydrochloride (51.4 mg, 0.45 mmol) were suspended in NMP (0.4 mL). The RM was stirred at 180° C. for 4 h. The mixture was diluted with EtOAc and washed with NaHCO3 10% (2×) and water (4×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography and afforded the title compound as a light brown foam (tR 4.06 min (conditions 5), MH+=454.3, 1H-NMR in DMSO-d6: 8.09 (s, 1H); 7.81 (d, 1H); 7.53 (s, 1H); 7.43 (d, 1H); 7.05 (d, 1H), 4.86 (m, 2H); 4.03 (d, 1H); 3.81 (d, 1H); 3.64 (m, 2H); 3.24 (m, 2H); 2.80 (s, 3H); 1.79 (d, 3H), 1.41 (m, 6H)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08389526B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-1fcd4c2d16554707be8a91fca52d6551 |
|---|
| Source note | uspto-grants-2013_03 |
|---|