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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587585Generated: October 26, 2026

Water → N2-[4-(benzyloxy)phenyl]-5-fluoropyridine-2,3-diamine

https://huagongshe.com/reaction/587585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-BenzyloxyanilineHCID 22860—
Reactant2-Chloro-5-fluoro-3-nitropyridineHCID 10773626—
CatalystPlatinumHCID 23939—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
ProductN2-[4-(benzyloxy)phenyl]-5-fluoropyridine-2,3-diamineHCID 5857770124.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-(benzyloxy)aniline (2.26 g), 2-chloro-5-fluoro-3-nitropyridine (2 g) and K2CO3 (3.13 g) in DMF (20 mL) was stirred at 120° C. for 5 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was suspended in IPE and collected by filtration. The solid obtained above was dissolved in EtOH (20 mL), and Pt/C (2 g) was added. Under H2 atmosphere, the mixture was stirred for 1 h, filtered and evaporated. The residue was chromatographed on silica gel eluting with Hexane/AcOEt to give the title compound (0.85 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-d24ddea9451745c2a44b5001d8868c13
Source noteuspto-grants-2016_01