HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67977698, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-n-Hexylphenol | HCID 17132 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-one | HCID 17954460 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67977698 | HCID 67977698 | 75% |
Reaction Steps
To a solution of sodium hydride (60 wt % in mineral oil, 202 mg, 5.05 mmol) in N,N-dimethylformamide (1.0 ml) was added 4-hexylphenol (899 mg, 5.04 mmol) at room temperature, and stirred for one hour. 2-Chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (935 mg, 4.20 mmol) was added to the solution. The mixture was stirred at room temperature overnight. The mixture was poured into water, and extracted with dichloromethane. The organic layer was washed with water (three times), dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; hexane/ethyl acetate=50/50) to afford 2-(4-hexylphenoxy)-1-methyl-1H-[4,4′]bipyrimidinyl-6-one as a colorless solid (1.14 g, 3.13 mmol, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006232B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-f003c1998041419a9165807bd43d61a0 |
| Source note | uspto-grants-2015_04 |