HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinemethanamine → HCID 22980443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 1,6-Naphthyridine-2-carboxylic acid | HCID 735908 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl butyrate | HCID 12180 | 5% |
| Product | HCID 22980443 | HCID 22980443 | 207.5% |
Reaction Steps
To a stirring mixture of 2-[1,6]naphthyridinecarboxylic acid (50 mg, 0.287 mmol) in anhydrous DMF (1.0 mL) at room temperature was added sequentially 1-hydroxybenzotriazole hydrate (42.7 mg, 0.316 mmol), 2-(aminomethyl)pyridine (45.3 μL, 0.431 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (61.8 mg, 0.316 mmol). The resulting mixture was allowed to stir at room temperature overnight and it was found to be clear. The solvent was removed under 5 vacuum. Flash column chromatography of the residue (50% hexane/ethyl acetate to 5% methanol I ethyl acetate) afforded the desired product as a light brown solid (78.7 mg, 99%): m.p. 123-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255318B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-6e11ebcdd4e448e6a90eca227e41943a |
| Source note | uspto-grants-2001_07 |