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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842087Generated: October 26, 2026

Water → Methyl 5-cyanopyridine-2-carboxylate

https://huagongshe.com/reaction/1842087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 5-bromopyridine-2-carboxylateHCID 7016458—
ReactantHCID 178418260HCID 178418260—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 5-cyanopyridine-2-carboxylateHCID 4508246743.8%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of methyl 5-bromopyridine-2-carboxylate (2.8 g) and copper cyanide (3.6 g) in NMP (30 mL) was heated with stirring at 170° C. for 1.5 hours. Water was added to the reaction solution at room temperature, and the insoluble matter was removed by filtration. The filtrate was extracted with ethyl acetate. The extract was washed with a saturated sodium chloride solution and then dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate-heptane system) to obtain the title compound (920 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946211B2
Source datasetuspto-grants-2015_02
ORD IDord-f8c9233b3c614c1dbd1e59288bd7fe17
Source noteuspto-grants-2015_02