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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430045Generated: November 2, 2026

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

https://huagongshe.com/reaction/1430045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-BenzyloxyanilineHCID 22860—
Reactant2-Chloro-5-fluoro-3-nitropyridineHCID 10773626—
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 obtained solid 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 numberUS08940758B2
Source datasetuspto-grants-2015_01
ORD IDord-d08db5ced9d04c4da267155d987dfb2e
Source noteuspto-grants-2015_01