HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 5-[3-Fluoro-4-(methylsulfonyl)phenyl]1-[4-(2-furyl)phenyl]-2-methyl-1H-pyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Furan-2-boronic acid | HCID 2734357 | — |
| Reactant | 1-(4-Bromophenyl)-2-(3-fluoro-4-(methylsulfonyl)phenyl]-5-methyl-1H-pyrrole | HCID 22316802 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | 5-[3-Fluoro-4-(methylsulfonyl)phenyl]1-[4-(2-furyl)phenyl]-2-methyl-1H-pyrrole | HCID 15908401 | 61% |
Reaction Steps
To a stirred suspension of 1-(4-bromophenyl)-2-[3-fluoro-4-(methylsulfonyl)phenyl]-5-methyl-1H -pyrrole (0.41 g, 1 mmol), 2-furanboronic acid (0.14 g, 1.26 mmol), NaHCO3 (0.19 g, 2.3 mmol) in DME-water (6 mL-2 mL) was added dichlorobis(triphenylphosphine)palladium (80 mg, 0.115 mmol) at room temperature under nitrogen. The mixture was heated at reflux temperature for 6 hours. After cooling, volatiles were removed by evaporation. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/2) to give the title compound (0.24 g, 61% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608095B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-9b7b02a978154355a1db4a4027627933 |
| Source note | uspto-grants-2003_08 |