Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 5-bromo-3-[1-(2,6-dichloro-3-fluorophenyl)-2-fluoro-2,2-bis(phenylsulfonyl)ethyl]-1H-pyrrolo[2,3-b]pyridine | HCID 86659327 | — |
| Reactant | HCID 178421688 | HCID 178421688 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | HCID 178422165 | HCID 178422165 | — |
Reaction Steps
To a mixture of 1-(trans-4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (202.16 mg, 0.48079 mmol), Potassium fluoride (76.18 mg, 1.311 mmol) and 3-[2,2-Bis-benzenesulfonyl-1-(2,6-dichloro-3-fluoro-phenyl)-2-fluoroethyl]-5-bromo-1H-pyrrolo[2,3-b]pyridine (300.00 mg, 0.43708 mmol) in 1,4-Dioxane (10.00 mL, 128.1 mmol) and H2O (2.500 mL, 138.8 mmol) was added (1,1′-bis-(diphenylphosphino)-ferrocene) palladium dichloride (15.99 mg, 0.02185 mmol) under Nitrogen atmosphere, the resulting mixture was then stirred at 90° C. for 90 min. Then the solvent was removed under reduced pressure to give a residue, which was purified by silica gel chromatography (eluent: 20-30% AcOEt in DCM) to give the title compound. MS (ES+): m/z 899.20, 901.21 [MH+]. HPLC: tR=1.98 min (polar—3 min, TOF).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08445510B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-64f1a9f22683448f881c246cc3da9ba0 |
|---|
| Source note | uspto-grants-2013_05 |
|---|
