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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075150Generated: October 31, 2026

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

https://huagongshe.com/reaction/2075150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-3-fluorobenzaldehydeHCID 2783411—
Reactant(5-(Piperidin-1-YL)benzofuran-2-YL)boronic acidHCID 59595903—
CatalystHCID 178418476HCID 178418476—
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 numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-bf84bc192d534eada10ad2ad348e3d5b
Source noteuspto-grants-2011_04