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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919787Generated: October 30, 2026

Gamma-Aminobutyric Acid → HCID 68297177, compound

https://huagongshe.com/reaction/919787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGamma-Aminobutyric AcidHCID 119—
ReactantSodium MethoxideHCID 10942334—
Reactant7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl esterHCID 68297608—
ProductHCID 68297177HCID 6829717787.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271970B2
Source datasetuspto-grants-2016_03
ORD IDord-d92fda00612d4ef9b70da928db325e26
Source noteuspto-grants-2016_03