HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Vinylpyridine → HCID 86618523, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Vinylpyridine | HCID 7502 | — |
| Reactant | 6-chloro-3-iodo-N-(4-methoxybenzyl)-N-phenylimidazo[1,2-b]pyridazin-8-amine | HCID 86618522 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86618523 | HCID 86618523 | 66% |
Reaction Steps
6-chloro-3-iodo-N-(4-methoxybenzyl)-N-phenylimidazo[1,2-b]pyridazin-8-amine (120 mg, 0.25 mmol) from (1a), 4-vinylpyridine (54 μL, 0.50 mmol) and Pd(OAc)2 (23 mg, 0.1 mmole) in acetonitrile (1 mL) were heated at 85° C. for 2 h. After cooling to room temperature, the mixture was partitioned between EtOAc (200 mL) and water (20 mL) and the organic layer was washed with water, brine, then dried over MgSO4 and concentrated. The resulting residue was purified by flash chromatography to provide 6-chloro-N-(4-methoxybenzyl)-N-phenyl-3-(2-(pyridin-4-yl)vinyl)imidazo[1,2-b]pyridazin-8-amine as a yellow solid (75 mg, 66%). LCMS [M+H]+ 468.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723336B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-faf12db09c8c48fe9973a076211e0465 |
| Source note | uspto-grants-2010_05 |