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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455810Generated: October 27, 2026

Potassium Carbonate → tert-Butyl 4-(((4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/455810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylateHCID 2765838—
Reactant4-(2-Fluoro-4-nitrophenoxy)-7-hydroxy-6-methoxyquinolineHCID 136175701—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4-(((4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylateHCID 59342475—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of the 4-(2-fluoro-4-nitro-phenoxy)-6-methoxy-7-hydroxyquinoline (609 mg, 1.8 mmol) in DMF (9 mL) was added K2CO3 (1.24 g, 9.0 mmol) and N-Boc-4-piperidinemethanol mesylate (732 mg, 2.5 mmol). The mixture was then stirred at 80° C. for 2.5 h. After it was cooled to rt, the mixture was loaded directly to a Biotage column, and eluted with solvents (hexanes:EtOAc=1:3). The resulting product, 4-[4-(2-fluoro-4-nitro-phenoxy)-6-methoxy-quinolin-7-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester, was obtained as a solid (556 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497284B2
Source datasetuspto-grants-2013_07
ORD IDord-502d7774400c40bfbc73aea5aa0ca42c
Source noteuspto-grants-2013_07