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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421243Generated: November 2, 2026

Triethylamine → 4-bromo-6-fluoro-1-{4-[(phenylmethyl)oxy]phenyl}-1H-indole

https://huagongshe.com/reaction/2421243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Benzyloxy-phenylboronic acidHCID 2734314—
Reactant4-Bromo-6-fluoro-1H-indoleHCID 24728173—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Product4-bromo-6-fluoro-1-{4-[(phenylmethyl)oxy]phenyl}-1H-indoleHCID 5962793355.3%

Reaction Steps

A mixture of 4-bromo-6-fluoro-1H-indole (D16), (200 mg, 0.935 mmol), 4-benzyloxyphenylboronic acid (426 mg, 1.87 mmol), copper (II) acetate (332 mg, 1.87 mmol) and triethylamine (0.26 mL, 188 mg, 1.87 mmol) in dichloromethane (5 mL) was stirred in air at room temperature for 16 hours. The mixture was filtered through celite, concentrated and purified by chromatography on silica gel (elution with 0-20% ethyl acetate in hexanes) to give the title compound as a pink solid (D19), (205 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956083B2
Source datasetuspto-grants-2011_06
ORD IDord-de9a19f1079c4412a44be83ebc2aaa53
Source noteuspto-grants-2011_06