HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamate → Tert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamate | HCID 131734692 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl(5-amino-2-methoxypyridin-3-yl)methylcarbamate | HCID 131734691 | 84.4% |
Reaction Steps
10% Pd/C (1 g) was added to a solution of tert-butyl(2-methoxy-5-nitropyridin-3-yl)methylcarbamate (9.8 g, 34.6 mmol) in MeOH (150 mL) and DCM (75 mL) and the mixture stirred at rt for 7 h under an atmosphere of H2. The reaction mixture was then filtered through celite and washed with MeOH and the filtrate concentrated in vacuo. Purification by flash column chromatography eluting with 2:1 to 1:1 heptane-EtOAc yielded the title compound (7.4 g, 29.2 mmol) as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249160B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-a7450b28f5af43a794aff2a2b43da89e |
| Source note | uspto-grants-2016_02 |