HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 21942438, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(1,3,2-Dioxaborinan-2-yl)pyridine | HCID 4198005 | — |
| Reactant | Methyl 3-bromo-5-fluorobenzoate | HCID 21942598 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21942438 | HCID 21942438 | 55.5% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To the solution of Methyl-3-bromo-5-fluorobenzoate (1.97 g, 8.44 mmol) in toluene (40 ml) added Pyridine-3-boronic acid-1,3-propanediol ester (1.79 g, 7.63 mmol), potassium carbonate (11.66 g, 84.4 mmol) and tetrakis(triphenylphoshine)palladium (O) (0.49, 0.42 mmol), sequentially. The resulting brownish yellow reaction mixture was heated at 120° C. under argon overnight. The reaction mixture was cooled to room temperature, filtered through a pad of celite and concentrated in-vacuo. The residue was purified on silica gel using 1% methanol in dichloromethane to isolate the title compound (0.92 g, 47%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112595B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-614059679a72406b95fdbce7ebc9c3fd |
| Source note | uspto-grants-2006_09 |