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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223716Generated: October 29, 2026

Diisopropylethylamine → (S)-3-Methyl-2-[3-(2-methyl-quinolin-4-yl)-ureido]-butyric acid

https://huagongshe.com/reaction/2223716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl valinate hydrochlorideHCID 111190—
Reactant1,3-Bis-(2-methyl-quinolin-4-yl)ureaHCID 17956559—
SolventMethanolHCID 887—
Product(S)-3-Methyl-2-[3-(2-methyl-quinolin-4-yl)-ureido]-butyric acidHCID 59715919—

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 1,3-bis-(2-methyl-quinolin-4-yl)-urea (342.4 mg, 1 mmol), valin methyl ester hydrochloride (167.6 mg, 1 mmol) and DIPEA (0.34 mL, 2 mmol) in MeOH (10 mL) is heated at 80° C. for 15 h. The solvent is evaporated and the residue is dissolved in 6N aqueous HCl (6 mL). The reaction mixture is heated at 90° C. for 12 h. Evaporation and purification by preparative HPLC provides the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375227B2
Source datasetuspto-grants-2008_05
ORD IDord-193e665612ec4b8fbba5690dc79fd78b
Source noteuspto-grants-2008_05