HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 5-cyanopyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl 5-bromopyridine-2-carboxylate | HCID 7016458 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 5-cyanopyridine-2-carboxylate | HCID 45082467 | 43.8% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
A mixture of methyl 5-bromopyridine-2-carboxylate (2.8 g) and copper cyanide (3.6 g) in NMP (30 mL) was heated with stirring at 170° C. for 1.5 hours. Water was added to the reaction solution at room temperature, and the insoluble matter was removed by filtration. The filtrate was extracted with ethyl acetate. The extract was washed with a saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate-heptane system) to obtain the title compound (920 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946211B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-f8c9233b3c614c1dbd1e59288bd7fe17 |
| Source note | uspto-grants-2015_02 |