HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178432679, compound → 2,6-dimethyl-4-oxo-1H-pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178432679 | HCID 178432679 | — |
| Reactant | HCID 178514179 | HCID 178514179 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,6-dimethyl-4-oxo-1H-pyrimidine-5-carbonitrile | HCID 178432753 | 99% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of 5-bromo-2,6-dimethylpyrimidin-4-ol (3.7 g, 18.3 mmol), dicyano zinc (10.7 g, 91.5 mmol) and tetrakis(triphenylphosphine)palladium (6.3 g, 5.1 mmol) and N,N-dimethylformamide (60 mL) was stirred at 140° C. for 12 hours. The mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=15:1) to give 4-hydroxy-2,6-dimethylpyrimidine-5-carbonitrile as a white solid (2.7 g, 99%). LRMS (M+H) m/z: calcd 149.06. found 149.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-0545ab9ab3d0429f95a24402c54a3bf2 |
| Source note | uspto-grants-2015_12 |