HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 46314739, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 46314739 | HCID 46314739 | — |
Reaction Steps
5-Bromo-2-fluorobenzonitrile (53) (500 mg, 2.54 mmol) was coupled to phenylboronic acid (335 mg, 2.75 mmol) with Cs2CO3 (1.63 g, 5.00 mmol) in toluene (4 mL) in a microwave at 140° C. for 30 minutes. Water was added and the organics extracted several times with EtOAc, dried (MgSO4), filtered and the solvent concentrated in vacuo. The crude product was purified by Flash Master Jones Chromatography using a 25 g silica cartridge and eluting with 10% EtOAc in heptane to yield the title compound. Yield: 375 mg, 76%; LC-MS tr 1.63 min; HPLC Purity: 97%; MS (ES+) m/z not detectable (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080567B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-7bce9bd8947944bfb775552980f3b2a4 |
| Source note | uspto-grants-2011_12 |