HuagongsheHuagongshe Chemistry Print Report · For research reference only
Quinoline → HCID 9815958, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | HCID 9794500 | HCID 9794500 | — |
| Catalyst | Pd barium sulfate | HCID 16218511 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 9815958 | HCID 9815958 | 94% |
Reaction Steps
Five percent Pd/BaSO4 (100 mg) was added to a solution of N -(1,1-dimethyl-2-propynyl)-2,4-difluorobenzamide obtained in Example 36 (1.0 g, 4.5 mmol) and quinoline (100 mg) in methanol (20 ml), and stirred under a hydrogen atmosphere at room temperature for 1.5 hours. The catalyst was removed by filtration and the filtrate was concentrated under a reduced pressure. The residue was diluted with ethyl acetate and washed with 1N hydrochloric acid (×3), saturated aqueous NaHCO3 and brine and dried over Na2SO4. The solvent was evaporated and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=15/1) to give the title compound (0.95 g; 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936736B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-ef06919bccc348999d4c92cfd43cf8ce |
| Source note | uspto-grants-2005_08 |