HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Malonate → Ethyl 2-hydroxy-1,8-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | N-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamide | HCID 736837 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-hydroxy-1,8-naphthyridine-3-carboxylate | HCID 11564777 | 32% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
6.57 g (32 mmol) of 3-formyl-2-(pivaloylamino)pyridine was dissolved in ethanol (50 mL), and 10.2 g (64 mmol) of diethyl malonate and 1.6 mL (16 mmol) of pyrrolidine were added to the above solution. The resulting mixture was stirred overnight at 100° C. The reaction mixture was cooled to room temperature, and a solid precipitated therefrom was washed with ethanol. Thus, 2.2 g (yield: 32%) of the title compound was obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334236B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0f4c1c8bc6d0478c8793c7cf282689b5 |
| Source note | uspto-grants-2012_12 |