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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174509Generated: November 2, 2026

Methanol → Methyl 2-(piperidin-1-yl)pyridine-4-carboxylate

https://huagongshe.com/reaction/1174509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Piperidinoisonicotinic acidHCID 6484237—
ProductMethyl 2-(piperidin-1-yl)pyridine-4-carboxylateHCID 18525843—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 2-Piperidin-1-yl-isonicotinic acid (30 g, 0.145 mol) in methanol (500 mL) was cooled to 0° C. and then thionylchloride (42 mL) was added. The reaction mixture was refluxed for 20 h. The solvent was removed under vacuum and the residue was taken up in EtOAc (500 mL). The organic layer was washed with 10% aqueous NaHCO3 solution, water, brine and dried. The solvent was removed under vacuum to methyl 2-piperidin-1-ylisonicotinate (18 g, 56%) as yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838522B2
Source datasetuspto-grants-2010_11
ORD IDord-8b3d10d9494541d18d06923bddbe186d
Source noteuspto-grants-2010_11