Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 86657029 | HCID 86657029 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67338283 | HCID 67338283 | — |
Reaction Steps
To a solution of methyl 2-chloro-6-(2-fluoro-4-methylphenyl)isonicotinate (0.26 g, 0.94 mmol) in DMA (4 mL) were added morpholine (0.10 mL, 1.17 mmol), tris(dibenzylideneacetone)dipalladium(0) (21.4 mg, 0.02 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (33.5 mg, 0.07 mmol) and cesium carbonate (0.46 g, 1.41 mmol). The mixture was heated to 80° C. After 18 h, the mixture was filtered. The filtered cake was washed with methanol. The filtrate was concentrated to remove methanol. The solution in DMA was carried onto the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598209B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-98c51c16fb7d42119107e63cf2c0b0d7 |
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| Source note | uspto-grants-2013_12 |
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