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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474198Generated: October 29, 2026

Hydrochloric Acid → 5-Bromo-6-cyanopyridine-2-carboxylic acid

https://huagongshe.com/reaction/474198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 5-bromo-6-cyanopyridine-2-carboxylateHCID 57356968—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-6-cyanopyridine-2-carboxylic acidHCID 57425299105.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of potassium trimethylsilanoate (0.80 g, 6.22 mmol) in THF (26 mL) was added 5-bromo-6-cyano-pyridine-2-carboxylic acid methyl ester (998 mg, 4.15 mmol). The mixture was heated at 50° C. for 3 h, then was cooled to rt and treated with HCl (4 N in dioxane; 1.60 mL). After 30 min, the mixture was concentrated. The residue was dissolved in hot EtOAc and filtered. The filtrate was concentrated to give the title compound (993 mg, >100%), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637520B2
Source datasetuspto-grants-2014_01
ORD IDord-91c71256c99440658fb70c75f9f02a8f
Source noteuspto-grants-2014_01