HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-prop-1-ynyl)-nicotinamide → 5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-propyl)-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-prop-1-ynyl)-nicotinamide | HCID 67426067 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-propyl)-nicotinamide | HCID 24797442 | — |
Reaction Steps
Palladium on charcoal (18 mg, 10%) was added to a solution of 5-(4-chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-prop-1-ynyl)-nicotinamide (100 mg, 0.25 mmol) in ethylacetate (12 mL). The mixture was hydrogenated for 2 h at room temperature and 0.4 bar positive hydrogen pressure after which the theoretical amount of hydrogen had been consumed. The catalyst was then filtered off and the solvent was evaporated to afford 5-(4-Chloro-phenyl)-N-((1R,2R)-2-hydroxy-cyclohexyl)-6-(3-methoxy-propyl)-nicotinamide without further purification as a orange solid 93 mg (92% yield). m/z (ISP+): 403.2, 405.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781593B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-e3f09fef395b4b1f88ac1c1acabdbe40 |
| Source note | uspto-grants-2010_08 |