HuagongsheHuagongshe Chemistry Print Report · For research reference only
Gamma-Aminobutyric Acid → HCID 68297177, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Gamma-Aminobutyric Acid | HCID 119 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester | HCID 68297608 | — |
| Product | HCID 68297177 | HCID 68297177 | 87.5% |
Reaction Steps
A mixture of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester (30 mg, 0.090 mmol), 4-aminobutyric acid (185 mg, 1.79 mmol) and NaOMe solution (2.7 mL, 1.34 mmol, 0.5 M in MeOH) was refluxed for 24 h. After the mixture was cooled to r.t., solvent was evaporated in vacuo. The residue was partitioned between EtOAc and water. 1 M HCl was added with vigorous stirring until pH was about 1. The organic layer was dried over MgSO4 and concentrated to give 32 mg of the title compound as an off-white solid. MS: (+) m/z 407.31 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09271970B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-d92fda00612d4ef9b70da928db325e26 |
| Source note | uspto-grants-2016_03 |