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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407405Generated: October 26, 2026

Sodium Carbonate → 4-(5-Formyl-pyridin-3-yl)-3-methoxy-benzonitrile

https://huagongshe.com/reaction/2407405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehydeHCID 4992640—
Reactant4-Bromo-3-methoxybenzonitrileHCID 22591181—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
Product4-(5-Formyl-pyridin-3-yl)-3-methoxy-benzonitrileHCID 59578430100.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromo-3-methoxy-benzonitrile (400 mg, 1.88 mmol), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-3-carbaldehyde (440 mg, 1.88 mmol), PdCl2(PPh3)2 (108 mg, 0.15 mmol) and Na2CO3 (2M in water, 1.88 mL, 3.77 mmol) in 1,4-dioxane (8 mL) was heated at 100° C. for 1.5 h. After concentration in vacuo, the resulting residue was purified by flash column to give the title compound (449 mg, 100%) as white solid; ESI-MS m/z: 239 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809545B2
Source datasetuspto-grants-2014_08
ORD IDord-36c7b6b64a2a44d9a2a7dfdddfb3331b
Source noteuspto-grants-2014_08