Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Amino-5-methylisoxazole | HCID 66172 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 11716156 | HCID 11716156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67009927 | HCID 67009927 | 76.8% |
Reaction Steps
6.7 g (24 mmol) of methyl 2-(trifluoromethylsulfonyloxy)nicotinate and 3.0 g (31 mmol) of 3-amino-5-methylisoxazole were dissolved in toluene (100 mL), and 13.1 g (40 mmol) of cesium carbonate, 1.5 g (1.6 mmol) of tris(dibenzylideneacetone)dipalladium(0), and 1.9 g (3.4 mmol) of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene were added to the solution. The resulting mixture was heated and stirred for one hour at 80° C. The reaction mixture was cooled, and then the solvent was distilled off. The residue was purified by column chromatography (ethyl acetate:n-hexane=1:4), and thus 4.3 g of the title compound was obtained as an orange-colored viscous product (yield: 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08334236B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-5b2ce16828e842089bbc41adafabdaaf |
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| Source note | uspto-grants-2012_12 |
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