Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Heptane acetate | HCID 86619959 | — |
| Reactant | HCID 178477504 | HCID 178477504 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Propan-2-one--dichloromethane (1/1) | HCID 21584124 | — |
| Product | HCID 178520748 | HCID 178520748 | — |
Reaction Steps
Trans-{4-[(Quinoline-4-carbonyl)-amino]-cyclohexyl}-thioacetic acid S— ethyl ester (1.87 g, 5 mmol) was solved in acetone/methylene chloride (40/40 mL), 0.8 g of molecular sieves were added to the mixture and the solution was stirred for 0.5 h. Then 0.558 g (1 mmol) of palladium on active charcoal 10% was added followed by 1.25 mL (8 mmol) of triethyl-silane. The reaction was stirred for 1.5 hours at room temperature and additional 0.558 g (1 mmol) of palladium on active charcoal 10% and 1.25 mL (8 mmol) of triethyl-silane were added and the stirring was continued for another hour. The mixture was filtrated through celite and the mother liquid was concentrated to obtain after chromatography using heptane/acetate 1:1 1.1 (37.1 mmol, 70.8% yield) of the final compound. MS (m/e): 297.3 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795437B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-5dfdf2f12f6d4d73a92cd0e2179ed0d4 |
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| Source note | uspto-grants-2010_09 |
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