HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-2-(6-nitropyridin-3-yl)-propionic acid methyl ester → Methyl 2-(6-aminopyridin-3-yl)-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-2-(6-nitropyridin-3-yl)-propionic acid methyl ester | HCID 59473802 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(6-aminopyridin-3-yl)-2-methylpropanoate | HCID 21998700 | 92% |
Reaction Steps
2-Methyl-2-(6-nitropyridin-3-yl)-propionic acid methyl ester (1.88 g, 8.4 mmol) was dissolved in THF and 200 mg of 10% palladium on carbon was added. The reaction was exposed to hydrogen at a pressure of 50 psi for 5 hrs. NMR showed the reduction was incomplete. More palladium on carbon was added and the reaction was exposed to hydrogen again at 50 psi for several hrs. The reaction was filtered through celite and concentrated to give 1.5 g (92%) of 2-(6-amino-pyridin-3-yl)-2-methyl-propionic acid methyl ester which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299077B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-2399ea306bdb4a618dbc8232adcae82c |
| Source note | uspto-grants-2012_10 |