HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431875Generated: October 31, 2026
Potassium Carbonate → HCID 21942438, compound
https://huagongshe.com/reaction/431875
Participants
| Role | Name | HCID | Charge |
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| 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 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 (0) (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 |
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| Patent number | US06660753B2 |
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| Source dataset | uspto-grants-2003_12 |
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| ORD ID | ord-2d0eade783ca4d7db533f74b5f415f17 |
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| Source note | uspto-grants-2003_12 |
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