HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-(2-Bromoethyl)pyridine-2-carboxamide → (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-{2-[(pyridine-2-carbonyl)-amino]-ethyl}-1-azonia-bicyclo[2.2.2]octane bromide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-(2-Bromoethyl)pyridine-2-carboxamide | HCID 12983473 | — |
| Edukt | 1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester | HCID 59179619 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-{2-[(pyridine-2-carbonyl)-amino]-ethyl}-1-azonia-bicyclo[2.2.2]octane bromide | HCID 67310911 | 33% |
Reaktionsschritte
Pyridine-2-carboxylic acid (2-bromo-ethyl)-amide (Example 60a) (75 mg) was added to a solution of 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 14e) (98 mg) in acetonitrile (2 mL). The reaction mixture was allowed to stir at room temperature for 16 h. A further 10 mg of pyridine-2-carboxylic acid (2-bromo-ethyl) -amide was added and the reaction mixture was stirred for 8 h. The volatiles were evaporated and the residue was purified by silica gel chromatography eluting with 0-10% MeOH/dichloromethane to give the title compound (55 mg) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08329729B2 |
| Quelldatensatz | uspto-grants-2012_12 |
| ORD ID | ord-05219d2616354d0884b927f8c3737204 |
| Quellennotiz | uspto-grants-2012_12 |