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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252822Generated: October 30, 2026

Hydrochloric Acid → 8-Hydroxy-5-[methyl(ethylsulfonyl)amino]-1,6-naphthyridine-7-carboxylic acid

https://huagongshe.com/reaction/2252822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 8-hydroxy-5-[methyl(ethylsulfonyl)amino]-1,6-naphthyridine-7-carboxylateHCID 59645253—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product8-Hydroxy-5-[methyl(ethylsulfonyl)amino]-1,6-naphthyridine-7-carboxylic acidHCID 59645256—

Reaction Conditions

Temperature55 °C

Reaction Steps

Sodium hydroxide (6.73 mL, 6.73 mmol, 1N solution) was added to a suspension of methyl 8-hydroxy-5-[methyl(ethylsulfonyl)amino]-1,6-naphthyridine-7-carboxylate (730 mg, 2.24 mmol) in a 2:1 solution of dioxane/water (20 mL) and the resulting mixture was heated overnight at 55° C. overnight. The opaque solution was acidified to a pH=7 using 1N HCl solution. The reaction was cooled and the solids that had precipitated out of solution were collected by vacuum filtration to give the desired product as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323460B2
Source datasetuspto-grants-2008_01
ORD IDord-de2cf0103f9c4f75acbd77cd59c68c65
Source noteuspto-grants-2008_01