HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-(2-Cyclopropyl-ethyl)-4-methoxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Pyridinecarbonitrile, 1,2-dihydro-4-methoxy-2-oxo- | HCID 2786702 | — |
| Reactant | 2-Cyclopropylethyl methanesulfonate | HCID 14557809 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Cyclopropyl-ethyl)-4-methoxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile | HCID 59272909 | 46% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
To a solution of 4-methoxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile (19.81 g, 131.98 mmol) in acetonitrile (520 ml) were added intermediate 1 (34.36 g, 171.57 mmol) and potassium carbonate (56.73 g, 410.3 mmol) and the mixture was heated at 105° C. for 12 hours. The mixture was cooled to room temperature and the solid was filtered off The filtrate was evaporated till dryness. The crude product was purified by column chromatography (silica gel; DCM to DCM/EtOAc up to 20% as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate 3 (13.18 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906939B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-19baa36cf228409a8f37bc71082ba742 |
| Source note | uspto-grants-2014_12 |