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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075141Generated: October 27, 2026

Triethylamine → 3-(Benzofuran-5-yl)pyridine

https://huagongshe.com/reaction/2075141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzofuran, 5-bromo-HCID 90015—
Reactant3-Pyridinylboronic acidHCID 2734378—
SolventEthanolHCID 702—
Product3-(Benzofuran-5-yl)pyridineHCID 5959593163.7%

Reaction Steps

A solution of 5 pyridin-3-ylboronic acid (390 mg, 3.18 mmol), 5-bromobenzofuran (500 mg, 2.54 mmol), palladiumdichlorobis(triphenylphosphine) (111 mg, 0.16 mmol) and triethylamine (8.8 mL, 63.5 mmol) in EtOH was irradiated in the microwave at 100° C. for 1200 s. Removal of the solvents followed by dissolving in CH2Cl2 and filtering gave the residue after concentration of the solvent under reduced pressure. The compound was purifided on ISCO to afford 316 mg of the title compound as a light yellow solid: 1H NMR (400 MHz, CDCl3) δ 8.89 (s, 1H), 8.60 (d, 1H), 7.90 (d, 1H), 7.80 (s, 1H), 7.69 (s, 1H), 7.55 (d, 1H), 7.50 (d, 1H) 7.38 (dd, 1H), 6.85 (dd, 1H). MS (ESI) m/z: Calculated: 195.07; Observed: 196.30 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-b16108105739491799c6639dfc2542c1
Source noteuspto-grants-2011_04