Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 69102358 | HCID 69102358 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69102783 | HCID 69102783 | 72% |
Reaction Steps
3-Amino-6-(6-methoxy-3-pyridyl)-5-phenyl-2-pyrazinecarbonitrile (370 mg) was dissolved in 1,2-dichloroethane (37 ml). To the solution was added 1M boron tribromide solution in CH2Cl2 (12.2 ml) The mixture was stirred at 80° C. for 24 hours. The mixture was cooled to 20-25° C., and portioned to EtOAc and water. The organic layer was separated. The aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, and dried over MgSO4. Evaporation of solvent in vacuo gave reddish solid residue. The residue was pulverized with water, to give 3-amino-6-(6-oxo-1,6-dihydro-3-pyridyl)-5-phenyl-2-pyrazinecarbonitrile as powder (254 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07407961B2 |
|---|
| Source dataset | uspto-grants-2008_08 |
|---|
| ORD ID | ord-af03e3c79cc14b7cafe25786b204e4f7 |
|---|
| Source note | uspto-grants-2008_08 |
|---|