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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113573Generated: October 26, 2026

Water → 6-Fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile

https://huagongshe.com/reaction/2113573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-IsopropylanilineHCID 458679—
Reactant4-Chloro-6-fluoro-1,7-naphthyridine-3-carbonitrileHCID 18548960—
SolventEthanolHCID 702—
Product6-Fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrileHCID 6918081080%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile (0.75 g, 3.62 mmol) and 3-isopropylaniline (0.82 mL, 5.79 mmol) in ethanol (11 mL) was heated to 80° C. for 10 hours. The reaction was cooled to 0° C., water was added and the mixture was stirred for 15 minutes. The product was filtered, washed with water and dried in the vacuum oven to provide pure 6-fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile (0.88 g, 80%). 1H NMR (400 MHz, DMSO-D6) δ ppm 1.2 (d, J=7.1 Hz, 6 H) 2.9 (dq, J=6.9 Hz, 1 H) 7.2 (m, 3 H) 7.4 (t, J=7.8 Hz, 1 H) 8.2 (s, 1 H) 8.6 (s, 1 H) 9.1 (s, 1 H) 10.1 (s, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432279B2
Source datasetuspto-grants-2008_10
ORD IDord-3f98520c539a461cbca53f2b137ea30f
Source noteuspto-grants-2008_10