HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 2-(3-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 3-(Imidazo[1,2-b]pyridazin-2-yl)benzonitrile | HCID 53439477 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-(5-Methyl-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-b]pyridazine | HCID 25255839 | — |
Reaction Steps
A mixture of 0.5 mmol 3-(imidazo[1,2-b]pyridazin-2-yl)benzonitrile, 1 mmol NH2OH.HCl and 1 mmol Et3N in EtOH were stirred at reflux for 4 h then cooled. Excess of solvent was removed in vacuo to afford the crude product. Acetic anhydride (2 mmol) was added to the mixture solution of the crude product, THF (15 ml), and DMAP (cat.) at room temperature and then the mixture was heated to reflux for 12 h. The mixture was concentrated in vacuo and the crude product was purified by column chromatography on silica gel to give the 2-(3-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-b]pyridazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868001B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-61aef1c968e7479ba86760a4ada59498 |
| Source note | uspto-grants-2011_01 |