Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 10419858 | HCID 10419858 | — |
| Reactant | HCID 95757098 | HCID 95757098 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117599854 | HCID 117599854 | 83% |
Reaction Steps
Under nitrogen, to 2-fluoro-6-nitrobenzamide (1.15 g, 6.23 mmol, 1.00 equiv) in dioxane (6.2 mL) at 23° C. was added palladium acetate (140 mg, 0.623 mmol, 0.100 equiv), Xantphos (541 mg, 0.935 mmol, 0.150 equiv), cesium carbonate (1.21 g, 8.72 mmol, 1.40 equiv), and 1-bromo-3-(2,2,3,3,3-pentafluoropropoxy)benzene (1.90 g, 6.23 mmol, 1.00 equiv). After stirring for 4 hr at 100° C., the reaction mixture was concentrated in vacuo and the residue was purified by column chromatography eluting with EtOAc/hexanes to afford 2.1 g of the title compound (83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09216985B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-bfd5379493d84f97aec46450a67fbfd2 |
|---|
| Source note | uspto-grants-2015_12 |
|---|
