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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1810982Generated: November 1, 2026

Methanol → HCID 57516329, compound

https://huagongshe.com/reaction/1810982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant3-Pyridinecarboxylic acid, 5-fluoro-6-methyl-, methyl esterHCID 57516328—
SolventWaterHCID 962—
ProductHCID 57516329HCID 5751632988.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of 5-fluoro-6-methyl-nicotinic acid methyl ester (0.21 g, 1.24 mmol) in a 1:1 mixture of MeOH:water (20 mL) is added sodium hydroxide as a 10% aqueous solution (1.0 mL, 2.5 mmol). The mixture is heated to 50° C. for 1 h then cooled to room temperature and concentrated under reduced pressure to remove volatile organics. The pH of the resulting solution is adjusted to slightly acidic (approximately pH 5) by the addition of a 2N solution of HCl. The mixture is extracted with EtOAc and the combined organic phase is dried over anhydrous sodium sulfate and concentrated to provide 0.170 g of 5-fluoro-6-methyl-nicotinic acid as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362249B2
Source datasetuspto-grants-2013_01
ORD IDord-ad44ce75f6274c3c855db5834e44fef5
Source noteuspto-grants-2013_01