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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898563Generated: October 30, 2026

Triethylamine → (e)-n-[3-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

https://huagongshe.com/reaction/898563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 5709520HCID 5709520—
Reactant3-Chloro-4-[2-(diethylamino)ethoxy]aniline hydrochlorideHCID 68875861—
SolventTetrahydrofuranHCID 8028—
Product(e)-n-[3-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamideHCID 59691664—

Reaction Steps

0.29 mL (2.10 mmol) of triethylamine was added to a solution of 0.28 g (1.00 mmol) of 3-chloro-4-(2-diethylamino-ethoxy)-phenylamine-hydrochloride (intermediate product Z1b), 0.25 g (1.00 mmol) of (E)-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylic acid (Z37b) and 0.34 g (1.05 mmol) of TBTU in 10 mL abs. THF and the mixture was stirred for 1 hour at RT. The reaction mixture was evaporated down i. vac. and the residue was combined with dichloromethane and water. The org. phase was separated off, washed with sat. aqueous sodium bicarbonate solution and water and evaporated down i. vac. The residue was purified by column chromatography (silica gel, gradient dichloromethane/10% conc. aqueous ammonia in MeOH 100:0→5:95).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351719B2
Source datasetuspto-grants-2008_04
ORD IDord-98a1bdf123114b2884dca418e10e2487
Source noteuspto-grants-2008_04