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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907878Generated: November 2, 2026

Methanol → Methyl 4-aminopyridine-2-carboxylate

https://huagongshe.com/reaction/1907878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
Reactant4-Aminopicolinic acidHCID 2050132—
ProductMethyl 4-aminopyridine-2-carboxylateHCID 3759117—

Reaction Steps

A mixture of 4-aminopicolinic acid (2.50 g, 18.1 mmol) and conc. sulfuric acid (2 mL, 37.3 mmol) in 50 mL methanol was refluxed for 20 h. The mixture was concentrated i. vac., then 50 mL dichloromethane were added and made basic by addition of conc. ammonia (aq). Then water and NaCl (aq, sat.) were added and the aqueous layer was extracted with methylenechloride/methanol=9:1. The combined organic layers were dried over MgSO4 and then evaporated to dryness.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598190B2
Source datasetuspto-grants-2013_12
ORD IDord-d9004f03d28548b49bba76d2a3c2b15e
Source noteuspto-grants-2013_12