HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-(3,5-Dimethyl isoxazol-4-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Bromo-3,5-dimethyl-1,2-oxazole | HCID 318421 | — |
| Reactant | 2,6-Dimethyl-8-(pentan-3-yl)imidazo[1,2-b]pyridazine | HCID 68841267 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3,5-Dimethyl isoxazol-4-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine | HCID 57932951 | 23.1% |
Reaction Steps
Using the procedure analogous to Example 242, from 8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (200 mg, 0.90 mmol), 4-bromo-3,5-dimethyl isoxazole (Alfa, 320 mg, 1.8 mmol), cesium carbonate (880 mg, 2.70 mmol) and PdCl2(PPh3)2 (25 mg) in DMF (5 ml), heated at 130 for 4 hrs, then overnight at ambient temperature gives the title compound (65 mg, 23% yield). ES-MS (m/z): calc'd for C18H24N4O: 312.4; found 313.2 (M+H)+. 1H NMR (400 mHz, CDCl3): δ 6.68 (s, 1H), 3.32 (m, 1H), 2.50 (s, 3H), 2.39 (s, 3H), 2.33 (s, 3H), 2.19 (s, 3H), 1.82 (m, 4H), 0.87 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612067B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-3a4b3232dcca4ca49d47e16805a7035f |
| Source note | uspto-grants-2009_11 |