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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223708Generated: October 26, 2026

4-(p-Tolyl)piperidin-4-ol → 1-[2-(4-Hydroxy-4-p-tolyl-piperidin-1-yl)-ethyl]-3-(2-methyl-quinolin-4-yl)-urea

https://huagongshe.com/reaction/2223708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(p-Tolyl)piperidin-4-olHCID 93912—
Reactant2-NaphthylalanineHCID 185915—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-Chloroethyl)-3-(2-methylquinolin-4-yl)ureaHCID 2344366—
SolventTetrahydrofuranHCID 8028—
Product1-[2-(4-Hydroxy-4-p-tolyl-piperidin-1-yl)-ethyl]-3-(2-methyl-quinolin-4-yl)-ureaHCID 17956568—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-p-tolyl-piperidin-4-ol (0.03 mmol) in dry THF (1 mL) is added 1-(2-chloro-ethyl)-3-(2-methyl-quinolin-4-yl)-urea (0.03 mmol), solid NaHCO3 (2.5 mg), and Nal (1 mg). The flask is tightly sealed, and shaken at 70° C. for 6 days. The reaction mixture is evaporated, taken up in aqueous formic acid, and 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-5d955996203d47a9ae7fd01ecd32c7c1
Source noteuspto-grants-2008_05