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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622576Generated: October 26, 2026

Ethanol → Ethyl 2-amino-5-methylnicotinate

https://huagongshe.com/reaction/1622576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-methylpyridine-3-carbonitrileHCID 13070842—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-amino-5-methylnicotinateHCID 13070843—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-amino-5-methylpyridine-3-carbonitrile (353 mg) in ethanol (10 mL) was added concentrated sulfuric acid (5 ml), and the mixture was stirred at 80° C. for 4 hr. The reaction mixture was added dropwise to a mixture of sodium carbonate (10.6 g), water (50 mL) and ethyl acetate (50 mL) under ice-cooling with stirring. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (373 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778934B2
Source datasetuspto-grants-2014_07
ORD IDord-c7d315aa49824799b5dfcfe13474e313
Source noteuspto-grants-2014_07