Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69103739 | HCID 69103739 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69104183 | HCID 69104183 | 11% |
Reaction Steps
To a suspention of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-5-(2-pyridyl)-2-pyrazinecarboxamide (52 mg) in dioxane (0.5 ml) was added an aq. NaOH (2M, 1 ml) and this solution was heated at 100° C. for 4 hours. This reaction mixture was cooled to room temperature and the pH of this solution was adjusted to 2.5 with 2N aq. HCl. This solution was evaporated under reduced pressure to give yellow solid. A suspension of this yellow solid in 1,2-dichlorobenzene (2 ml) was heated at 200° C. and stirred for 4 hours. This reaction mixture was cooled to room temperature. To this solution was added IPE and stirred at room temperature for 1 hour. The precipitate was collected by filtration and washed with IPE. The residual solid was placed on a column of silica-gel and eluted with CHCl3—MeOH—28% aq. ammonia (15:1:0.1). The eluent was evaporated and the residue was purified by recrystallization from EtOAc-IPE to give 5-[5-amino-3-(2-pyridyl)-2-pyrazinyl]-1-isopropyl-2(1H)-pyridone (5 mg) as a pale yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07407961B2 |
|---|
| Source dataset | uspto-grants-2008_08 |
|---|
| ORD ID | ord-72224d0702aa4405aedafdc8a15d15c3 |
|---|
| Source note | uspto-grants-2008_08 |
|---|