Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223696Generated: October 27, 2026

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

https://huagongshe.com/reaction/2223696

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphthylalanineHCID 185915—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-Chloroethyl)-3-(2-methylquinolin-4-yl)ureaHCID 2344366—
Reactanttert-butyl N-(pyrrolidin-3-yl)carbamateHCID 2757234—
SolventTetrahydrofuranHCID 8028—
Product(1-{2-[3-(2-Methyl-quinolin-4-yl)-ureido]-ethyl}-pyrrolidin-3-yl)-carbamic acid tert-butyl esterHCID 59715918—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of pyrrolidin-3-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-cd70f26a67dc4766a687a8fbd93d3f8f
Source noteuspto-grants-2008_05