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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659124Generated: October 30, 2026

Water → HCID 46314739, compound

https://huagongshe.com/reaction/659124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
SolventTolueneHCID 1140—
ProductHCID 46314739HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080567B2
Source datasetuspto-grants-2011_12
ORD IDord-7bce9bd8947944bfb775552980f3b2a4
Source noteuspto-grants-2011_12