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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Aminonicotinic acid | HCID 72930 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-aminopyridine-3-carboxylate | HCID 351633 | 58.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05434161 |
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| Source dataset | uspto-grants-1995_07 |
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| ORD ID | ord-fcf2658390b143fcb926d67e8e5cd4cc |
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| Source note | uspto-grants-1995_07 |
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