HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(6-Methyl-5-nitro-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester → 4-(5-Amino-6-methyl-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(6-Methyl-5-nitro-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester | HCID 68535302 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(5-Amino-6-methyl-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester | HCID 59134450 | 89% |
Reaction Steps
Stir a mixture of 4-(6-methyl-5-nitro-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (2.69 g, 8.0 mmol) and 10% palladium on carbon (1.0 g) in ethanol (60 mL) at 22° C. under hydrogen for 2 hours. Filter off the palladium catalyst. Concentrate the filtrate to give a colorless oil. Subject residue to silica gel chromatography eluting with hexanes and ethyl acetate to give the title compound. (2.19 g, 89% yield). MS(ES): m/z=308.2 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652015B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-f65493e9af1a434683fedd7ca7d32ef4 |
| Source note | uspto-grants-2010_01 |