HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Malonate → Ethyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-(6-Methoxy-3-pyridinylamino)nicotinaldehyde | HCID 86659347 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate | HCID 67010881 | 45% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
6.4 g (28 mmol) of 2-(6-methoxy-3-pyridinylamino)nicotinaldehyde was dissolved in ethanol (50 mL), and 6.7 g (42 mmol) of diethyl malonate and 0.95 g (11 mmol) of piperidine were added thereto. The resulting mixture was stirred for 4 hours at 100° C. The solvent was distilled off under reduced pressure from the reaction mixture, and the residue was washed with a mixed solution of ethyl acetate and diisopropyl ether. Thus, 4.1 g of the title compound was obtained as a pale yellow solid (yield: 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334236B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-fc6e3a2b56ae49ee837fb70aad3b551c |
| Source note | uspto-grants-2012_12 |