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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531449Generated: October 29, 2026

Sodium Carbonate → 4-(4-Bromophenyl)pyridine

https://huagongshe.com/reaction/531449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-BromopyridineHCID 14268—
Reactant(4-Bromophenyl)boronic acidHCID 79599—
CatalystHCID 178418397HCID 178418397—
SolventEthanol toluene waterHCID 86587398—
Product4-(4-Bromophenyl)pyridineHCID 616283111.4%

Reaction Steps

Using similar reaction conditions as described in step i of intermediate 9, 4-bromo pyridine (2 g, 8.44 mmol) was coupled with (4-bromophenyl) boronic acid (1 g, 9.2 mmol) in sodium carbonate (3.57 g, 33.7 mmol), Pd(PPh3)4 (487 mg, 0.422 mmol) and toluene/ethanol/water (50/50/20 ml) to afford 2.2 g of the crude product which was taken as such for next reaction. LCMS: 235.9 m/z=(M+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-474f1e7f111f4e5daaff9b4cc891bfe0
Source noteuspto-grants-2016_05