Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperazin-2-one | HCID 231360 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline | HCID 58147516 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 50912873 | HCID 50912873 | — |
Reaction Steps
The title compound was prepared using 6-(6-chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline (Intermediate J, 50 mg, 0.160 mmol), piperazin-2-one (80 mg, 0.799 mmol) and KF (27.9 mg, 0.480 mmol) were suspended in NMP (1.0 mL). The RM was stirred at 180° C. for 5 h. The mixture was diluted with EtOAc and washed with 1M NaHCO3 (1×) and water (2×). 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 foam (tR 2.88 min (conditions 5), MH+=377, 1H-NMR in DMSO-d6: 8.85 (d, 1H); 8.33 (d, 1H); 8.07 (s, 1H); 7.98 (d, 1H); 7.83 (d, 1H); 7.74 (m, 1H); 7.5 (s, 2H); 7.11 (d, 1H); 4.41 (s, 2H); 4.00 (s, 2H); 3.67 (m, 2H); 3.26 (m, 2H)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389526B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-439db3cf0d884bd687c4f171159340c2 |
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| Source note | uspto-grants-2013_03 |
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