HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 57692982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | (2-Amino-4-(methoxycarbonyl)phenyl)boronic acid | HCID 2737801 | — |
| Reactant | 1-Bromo-2-fluoro-4-methoxybenzene | HCID 3718444 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 57692982 | HCID 57692982 | — |
Reaction Steps
1-Bromo-2-fluoro-4-methoxybenzene (750 mg, 3.66 mmol), [2-amino-4-(methoxycarbonyl)phenyl]boronic acid (856 mg, 4.39 mmol), potassium acetate (3.66 mL, 2M aq, 7.32 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride dichloromethane adduct (299 mg, 10 mol. %) and ethanol (30 ml) were heated in an 80° C. oil bath for 3 hours. Reaction crude was worked up with brine, extracted with ethyl acetate, dried over Na2SO4, filtered and evaporated to afford a dark oil. This oil was purified by SiO2 (Biotage HorizonFlash system, 40+M cartridge, 0-25% EtOAc/hexanes, v/v) to afford the title compound as a yellow crystalline solid. LCMS calc.=275.10; found=276.09 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935727B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-bcfbcdb2a9e44ac7bd435d1131dcd25b |
| Source note | uspto-grants-2011_05 |