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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473427Generated: October 26, 2026

Cerium trichloride heptahydrate → Methyl 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/473427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCerium trichloride heptahydrateHCID 21585214—
ReactantMethyl 3-(2-(methylsulfonyl)phenyl)-3-oxopropanoateHCID 58318596—
Reactant3-Amino-5-fluoropyridine-2-carbaldehydeHCID 58318647—
SolventMethanolHCID 887—
ProductMethyl 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylateHCID 67239501—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-amino-5-fluoropicolinaldehyde (930 mg, 6.63 mmol), methyl 3-(2-(methylsulfonyl)phenyl)-3-oxopropanoate (1.7 g, 6.63 mmol) and cerium chloride heptahydrate (435 mg, 1.32 mmol) was heated to 100° C. for 3 h. The residue was dissolved in MeOH and purified by column chromatography on neutral alumina using 0-30% EtOAc in hexane to give methyl 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate: LC-MS (ESI) m/z 361.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633313B2
Source datasetuspto-grants-2014_01
ORD IDord-dcebcd8a05e140ac8c25b09b70a04a8f
Source noteuspto-grants-2014_01