HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67977677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | alpha-Hydroxyacetophenone | HCID 68490 | — |
| Reactant | 2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one | HCID 17954460 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67977677 | HCID 67977677 | 5.1% |
Reaction Steps
To a suspension of sodium hydride (60 wt % in oil, 0.23 g, 6.3 mmol) in tetrahydrofuran (5 ml) was added 2-hydroxyacetophenone (0.92 g, 6.75 mmol) in tetrahydrofuran (5 ml) and the mixture was stirred at room temperature. After 30 minutes, 2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (1.0 g, 4.5 mmol) was added. The mixture was stirred under reflux for 8 hours. The mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 1-methyl-2-(2-oxo-2-phenyl-ethoxy)-1H-[4,4′]bipyrimidinyl-6-one (75 mg, 0.23 mmol, 5%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006232B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-d6ef741eb6574f48b94619034c089490 |
| Source note | uspto-grants-2015_04 |