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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288320Generated: October 26, 2026

Methyl 6-(methylamino)-5-nitronicotinate → Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate

https://huagongshe.com/reaction/2288320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 6-(methylamino)-5-nitronicotinateHCID 18412421—
ReactantEthyl acetate ethanol ammoniaHCID 86587043—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventDichloromethane ethanolHCID 21584144—
ProductMethyl 5-amino-6-(methylamino)pyridine-3-carboxylateHCID 18412673—

Reaction Steps

To a solution of 3.1 g (15 mMol) of methyl 6-methylamino-5-nitro-nicotinate in 100 ml of ethanol/dichloromethane (3:1) was added 1 g of palladium on charcoal (10%) and the resulting suspension was hydrogenated at room temperature under 5 bar of hydrogen pressure for 1.5 hours. The catalyst was then filtered off and the solvent was distilled off in vacuo. The crude oily product obtained was further reacted directly. Yield: 2.4 g (92% of theory), Rf value: 0.44 (silica gel; ethyl acetate/ethanol/ammonia=90:10:1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06087380
Source datasetuspto-grants-2000_07
ORD IDord-5a417ae9da7d48b1a79837d580e32cda
Source noteuspto-grants-2000_07