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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39515Generated: October 27, 2026

Carbon Dioxide → 5-Fluoro-2-phenylisonicotinic acid

https://huagongshe.com/reaction/39515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantMethanolHCID 887—
Reactant5-Fluoro-2-phenylpyridineHCID 46314935—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-2-phenylisonicotinic acidHCID 4631495058%

Reaction Conditions

Temperature-45 °C

Reaction Steps

To a solution of 5-fluoro-2-phenylpyridine (760.0 mg, 4.39 mmol) in tetrahydrofuran (15.0 ml) was added n-butyllithium (2.11 ml, 2.50 M in THF, 5.27 mmol) at −45° C. The mixture was stirred for 1 h at −45° C., then poured into THF containing dry ice. Stirred for 1 h, then MeOH (2 ml) was added. The solution was concentrated, and purified on Flashmaster II to get 560 mg (58%) of 5-fluoro-2-phenylisonicotinic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524911B2
Source datasetuspto-grants-2013_09
ORD IDord-6fead46572f64c71852aa859ca9dea62
Source noteuspto-grants-2013_09