Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189204Generated: October 30, 2026

Water → (S)-tert-butyl 3-(2-(2-hydroxyphenyl)quinolin-4-ylamino)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2189204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-butyl (3S)-3-aminopyrrolidine-1-carboxylateHCID 854071—
Reactant2-(4-Chloroquinolin-2-yl)phenolHCID 135547052—
SolventDimethyl SulfoxideHCID 679—
Product(S)-tert-butyl 3-(2-(2-hydroxyphenyl)quinolin-4-ylamino)pyrrolidine-1-carboxylateHCID 13606847942.3%

Reaction Steps

A solution of (S)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester (0.218 g, 1.173 mmol) and 2-(4-chloroquinolin-2-yl)phenol (0.100 g, 0.391 mmol) in DMSO (2 mL) was heated under microwave conditions at 155° C. for 1.5 hours. The mixture was added to water (50 mL) and extracted with diethyl ether (2×20 mL). The organic layers were combined, dried (MgSO4) and concentrated. The crude product was purified by silica gel chromatography (30-40% ethyl acetate/hexane) to give the title compound (0.067 g, 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324226B2
Source datasetuspto-grants-2012_12
ORD IDord-1f3f72d14b0242ebbd07d0804180dc75
Source noteuspto-grants-2012_12