Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223691Generated: November 2, 2026

2-Naphthylalanine → (1-{2-[3-(2-Methyl-quinolin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2223691

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphthylalanineHCID 185915—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
Reactant1-(2-Chloroethyl)-3-(2-methylquinolin-4-yl)ureaHCID 2344366—
SolventTetrahydrofuranHCID 8028—
Product(1-{2-[3-(2-Methyl-quinolin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-carbamic acid tert-butyl esterHCID 59715916—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of piperidin-4-yl-carbamic acid tert-butyl ester (10 mmol), 1-(2-chloro-ethyl)-3-(2-methyl-quinolin-4-yl)-urea (10 mmol), NaHCO3 (20 mmol), Nal (0.5 mmol), and THF (70 mL) is stirred in a sealed vessel at 70° C. for 6 d. The reaction mixture is filtered, evaporated to dryness, and the residue is purified by preparative HPLC to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375227B2
Source datasetuspto-grants-2008_05
ORD IDord-a571f43b89834324a82189bc1c579112
Source noteuspto-grants-2008_05