HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane → 5-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane | HCID 66742801 | — |
| Reactant | 6-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methylpyridazin-3(2H)-one | HCID 66742932 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(3-Methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine | HCID 66743165 | — |
Reaction Steps
This reaction was carried out under similar conditions to those described above in preparation of 6-chloro-4-(5-(4-hydroxy-4-methylpiperidin-1-yl)pyridin-2-ylamino)-2-methyl-pyridazin-3(2H)-one. (1R,5S)-3-methyl-8-(6-nitropyridin-3-yl)-3,8-diazabicyclo[3.2.1]octane (500 mg, 2.01 mmol) in methanol (15 ml) was hydrogenated at 50 psi with 10% Pd/C (42.9 mg, 40.3 umol) overnight. The catalyst was filtered off and the resultant filtrate was concentrated in vacuo to afford 5-(3-methyl-3,8-diazabicyclo[3.2.1]octan-8-yl)pyridin-2-amine. The product was carried to next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481540B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-b804edee57124fbe80d9aeee502657be |
| Source note | uspto-grants-2013_07 |