HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Aminoisoquinoline → 5-Acetyl-6-(3-chlorophenyl)-2-ethyl-4-(isoquinolin-5-ylamino)pyridazin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Aminoisoquinoline | HCID 70766 | — |
| Reactant | 5-acetyl-2-ethyl-4-nitro-6-(3-chlorophenyl)pyridazin-3(2H)-one | HCID 10519832 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Acetyl-6-(3-chlorophenyl)-2-ethyl-4-(isoquinolin-5-ylamino)pyridazin-3(2H)-one | HCID 68483305 | 21.5% |
Reaction Steps
To a stirred solution of 100 mg (0.311 mmol) of 5-acetyl-2-ethyl-4-nitro-6-(3-chlorophenyl)pyridazin-3(2H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) in ethanol (4 mL), 5-amino-isoquinoline (67 mg, 0.467 mmol) was added. The resulting mixture was stirred at room temperature for two hours. The solvent was evaporated and the residue purified by column chromatography (silica gel, hexane/ethyl acetate 1:2) to yield the title compound (28 mg, 21.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491722B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-8df9e082094a4369b84a1ae61eb03328 |
| Source note | uspto-grants-2009_02 |