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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647717Generated: October 31, 2026

Methyl iodide → Methyl 2-aminopyridine-3-carboxylate

https://huagongshe.com/reaction/1647717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Aminonicotinic acidHCID 72930—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-aminopyridine-3-carboxylateHCID 35163358.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

The 2-aminonicotinic acid (5.0 g, 0.0362 mol) and K2CO3 (5.0 g, 0.0362 mol) were suspended in 50 ml of DMF and heated to reflux. Almost complete solution occurred. The mixture was cooled to 25° C. and the CH3I (5.1 g/2.2 ml, 0.0362 mol) was added and the mixture was stirred 18 hours. The mixture was filtered and concentrated. The residue was placed on a bed of silica and eluted with 5%/EtOH/CH2Cl2 /1/10% NH4OH. The fractions containing the product were combined and concentrated. The residue was suspended in Et2O, filtered and washed with Et2O to yield 3.2 g (58%) the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05434161
Source datasetuspto-grants-1995_07
ORD IDord-fcf2658390b143fcb926d67e8e5cd4cc
Source noteuspto-grants-1995_07