HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Methyl 2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Methyl 2-(2-chloro-4-methyl-6-phenylpyrimidin-5-yl)acetate | HCID 86665645 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | Methyl 2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)acetate | HCID 66955539 | 87% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
A mixture of methyl 2-(2-chloro-4-methyl-6-phenylpyrimidin-5-yl)acetate (200 mg; 0.688 mmol) and piperidine (0.272 mL; 2.75 mmol) in THF (2 mL) was placed in a sealed tube and heated under microwave irradiation at 110° C. for 1 h. The reaction mixture was diluted with a saturated sodium hydrogen carbonate solution and extracted twice with ethyl acetate. The organic layers were combined, washed with brine, dried over magnesium sulphate and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (2-20%) in heptane to give 186 mg (87%) of methyl 2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)acetate. ESI/APCI(+): 340 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906906B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-f0c51a3ee4e646a79d2ce5fe081e73d5 |
| Source note | uspto-grants-2014_12 |