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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042925Generated: October 25, 2026

Triethylamine → N-(4-bromobenzyl)-2,6-dichloro-4-(2-methoxyethoxy)benzamide

https://huagongshe.com/reaction/1042925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Bromobenzylamine hydrochlorideHCID 2724096—
Reactant2,6-Dichloro-4-(2-methoxyethoxy)benzoic acidHCID 71150039—
Reactant2-(1H-7-Azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate MethanaminiumHCID 86621144—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-(4-bromobenzyl)-2,6-dichloro-4-(2-methoxyethoxy)benzamideHCID 71149974—

Reaction Steps

2,6-Dichloro-4-(2-methoxyethoxy)benzoic acid (0.1 g, 0.23 mmol), (4-bromophenyl)methanamine hydrochloride (0.1 g, 0.27 mmol), 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate methanaminium (HATU) (0.17 g, 0.27 mmol), and triethylamine (0.15 mL, 0.7 mmol) were combined in DMF (3 mL) and then stirred at room temperature until reaction was completed. The reaction mixture was diluted with ethyl acetate and washed with water and twice with a saturated sodium bicarbonate solution. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuum. The solid resulting was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08558001B2
Source datasetuspto-grants-2013_10
ORD IDord-c67f058e53d34d2087cc9a3ea09adf91
Source noteuspto-grants-2013_10