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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391294Generated: October 26, 2026

Sodium Carbonate → 2-Fluoro-4-(5-formyl-pyridin-3-yl)-benzonitrile

https://huagongshe.com/reaction/391294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Cyano-3-fluorophenyl)boronic acidHCID 2783130—
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product2-Fluoro-4-(5-formyl-pyridin-3-yl)-benzonitrileHCID 5957843725.1%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-cyano-3-fluorophenylboronic acid (0.495 g, 3 mmol), 5-bromonicotinaldehyde (0.558 g, 3.00 mmol), sodium carbonate (2M in water, 3.00 mL, 6.00 mmol), bis(triphenylphosphine)palladium(II) chloride (0.053 g, 0.075 mmol) in DMF (10 mL) was heated to 95° C. for 3 h. After concentration, the residue was dissolved into CH2Cl2-MeOH and mixed with silica gel and concentrated. After flash column (MeOH—CH2Cl2, v/v, 0.5%-1%) yielded a colorless solid (170 mg) ESI-MS m/z: 227 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383827B2
Source datasetuspto-grants-2013_02
ORD IDord-f37f57893a364e6ea3b2141682fec7bc
Source noteuspto-grants-2013_02