HuagongsheHuagongshe Chemistry Print Report · For research reference only
[1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)methanone → [1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)methanone | HCID 86630059 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)methanone | HCID 66987621 | 86% |
Reaction Steps
To a solution of [1-(2-azidoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)methanone (1.1 g, 0.0035 mol) in methanol (15 mL) was added 10% Pd/C (0.17 g) and the mixture hydrogenated at 3 kg pressure for 1 h. The catalyst was filtered over celite and the filtrate was concentrated to give [1-(2-aminoethyl)-1H-benzimidazol-5-yl]-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)methanone (0.87 g, 86%). MS-ES I m/z 315 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053431B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-79e3eb9217fb49bb9cc60ae6660d52f1 |
| Source note | uspto-grants-2011_11 |