HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-Methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl ester → 4-(5-Amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-Methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl ester | HCID 86692541 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(5-Amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester | HCID 86692540 | 96.4% |
Reaction Steps
To 4-(3-methyl-5-nitropyridin-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid tert-butyl ester (5.0 g) were added 1,4-dioxane (50 ml) and 10% palladium carbon (containing about 50% water, 2.0 g), stirred at room temperature for 9 hours under hydrogen atmosphere, then 10% palladium carbon (containing about 50% water, 1.5 g) was additionally added thereto, and stirred at 40° C. for 8.5 hours under hydrogen atmosphere. The reaction solution was filtered through Celite, and then the solvent was evaporated in vacuo to give 4-(5-amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester (4.4 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150555B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-51ae490fe4704833a6c42a417b7947ed |
| Source note | uspto-grants-2015_10 |