HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminonicotinic acid → Methyl 2-aminopyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminonicotinic acid | HCID 72930 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-aminopyridine-3-carboxylate | HCID 351633 | 78% |
Reaction Steps
A stirred suspension of 2-amino-nicotinic acid (12.15 g, 87.95 mmol) in a mixture of MeOH (175 mL) and THF (500 mL), under nitrogen at room temperature, was added a solution of trimethylsilyldiazomethane (2M in hexane, 50 mL, 99.5 mmol)) dropwise. After completion of the reaction the volatiles were removed in vacuo and the crude product triturated with disisopropyl ether, filtered and dried to give 2-amino-nicotinic acid methyl ester (10.44 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906533B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1052b0b407414ce0844dda143c638e09 |
| Source note | uspto-grants-2011_03 |