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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235830Generated: October 25, 2026

3-Fluorophenol → 2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridine

https://huagongshe.com/reaction/235830

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-FluorophenolHCID 9743—
ReactantPotassium HydroxideHCID 14797—
Reactant7-Chloro-1,8-naphthyridin-2-amineHCID 85199—
SolventAcetonitrileHCID 6342—
Product2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridineHCID 2021753864.5%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 37, but starting with 2-amino-7-chloro-1,8-naphthyridine (18 g), 3-fluorophenol (44.8 g) and potassium hydroxide pellets (13.2 g; 85% purity). After treatment with caustic soda and washing, the product produced (23.5 g; m.p. 161° C.) is dissolved in boiling acetonitrile (120 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (2×10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). 2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridine (16.5 g) is produced, m.p. 165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-3976e3a193f64660b0503eaaf83d212c
Source noteuspto-grants-1987_02