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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264553Generated: November 1, 2026

Triethylamine → 3-Fluoro-4-(5-(piperidin-1-yl)benzofuran-2-yl)benzaldehyde

https://huagongshe.com/reaction/2264553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-3-fluorobenzaldehydeHCID 2783411—
Reactant(5-(Piperidin-1-YL)benzofuran-2-YL)boronic acidHCID 59595903—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventEthanolHCID 702—
Product3-Fluoro-4-(5-(piperidin-1-yl)benzofuran-2-yl)benzaldehydeHCID 5959583825.2%

Reaction Steps

A mixture of 5-(piperidin-1-yl)benzofuran-2-ylboronic acid (50 mg, 0.204 mmol), 4-bromo-3-fluorobenzaldehyde (37 mg, 0.184 mmol), triethylamine (0.56 mL, 4.1 mmol) and bis(triphenylphosphine)palladium(II)chloride (14 mg, 0.02 mmol) in ethanol (5 mL) was irradiated in a microwave instrument at 100° C. for 20 min. The reaction mixture was cooled, and the solvent was removed. The residue was purification by silica gel chromatography on ISCO system yielding the title compound (15 mg, 15% yield). ESI-MS: 324.2 (M+H)+, 1H NMR (400 MHz, CDCl3) δ 10.00 (s, 1H), 8.19 (t, 1H), 7.75 (d, 1H), 7.67 (d, 1H), 7.43 (d, 1H), 7.35 (d, 1H), 7.14-7.11 (m, 2H), 3.13 (m, 4H), 1.77 (m, 4H), 1.59 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855193B2
Source datasetuspto-grants-2010_12
ORD IDord-7e2f1404b332467b92c39afce9defadd
Source noteuspto-grants-2010_12