HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90412095, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,3-Difluorophenyl)boronic acid | HCID 2734333 | — |
| Reactant | HCID 90409204 | HCID 90409204 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | HCID 90412095 | HCID 90412095 | — |
Reaction Steps
A mixture of Example 220C (750.0 mg, 1.409 mmol), (2,3-difluorophenyl)boronic acid (267 mg, 1.690 mmol), bis(triphenylphosphine)palladium(II)dichloride (39.5 mg, 0.056 mmol), and 1M sodium carbonate (1409 μL, 1.409 mmol) in 10 mL 1,2-dimethoxyethane/ethanol/water (7:2:3) was heated in a Biotage Initiator microwave reactor at 150° C. for 15 minutes. The mixture was concentrated, treated with ethyl acetate and washed with aqueous sodium bicarbonate. The organic layer was washed with water, dried over magnesium sulfate, filtered, concentrated and purified on silica gel using an ISCO Companion eluting with heptanes/ethyl acetate (7:3 to 6:4) to give the title compound. MS (ESI+) m/z 566.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073922B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-c08ebd22c6384d20a1cf9da25a7449bb |
| Source note | uspto-grants-2015_07 |