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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919765Generated: October 31, 2026

Tert-butyl 1-(aminomethyl)cyclobutane-1-carboxylate → 1-{[(7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-methyl}-cyclobutanecarboxylic acid tert-butyl ester

https://huagongshe.com/reaction/919765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 1-(aminomethyl)cyclobutane-1-carboxylateHCID 66797588—
Reactant7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl esterHCID 68297608—
SolventEthanolHCID 702—
Product1-{[(7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carbonyl)-amino]-methyl}-cyclobutanecarboxylic acid tert-butyl esterHCID 6829744387.3%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester (25 mg, 0.075 mmol) and 1-aminomethyl-cyclobutanecarboxylic acid tert-butyl ester (55 mg, 0.30 mmol) in EtOH (2 mL) was heated at 140° C. in a microwave reactor for 2 h. Solvent was evaporated in vacuo, and the residue was purified by chromatography (0-30% EtOAc/hexanes+2% AcOH) to give 32 mg of the title compound as a viscous oil. MS: (+) m/z 489.33 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271970B2
Source datasetuspto-grants-2016_03
ORD IDord-8047e43eaabb40329c7709232a1f1b7d
Source noteuspto-grants-2016_03