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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644422Generated: October 29, 2026

Triethylamine → 4-Benzyloxy-N3-[3,5-bis(trifluoromethyl)phenyl]-N1,N1-dimethylisophthalamide

https://huagongshe.com/reaction/644422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]isophthalamic acidHCID 86602678—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Benzyloxy-N3-[3,5-bis(trifluoromethyl)phenyl]-N1,N1-dimethylisophthalamideHCID 8659553764.9%

Reaction Steps

WSC.HCl (95 mg, 0.50 mmol) was added to a solution of 4-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]isophthalamic acid (242 mg, 0.50 mmol), dimethylamine hydrochloride (41 mg, 0.50 mmol) and triethylamine (51 mg, 0.50 mmol) in tetrahydrofuran (5 mL) under ice cooling, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with diluted hydrochloric acid, water and brine, dried over anhydrous magnesium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by chromatography on silica gel (hexane:ethyl acetate=1:4) to give the title compound (165 mg, 64.9%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700655B2
Source datasetuspto-grants-2010_04
ORD IDord-e41b4908509e4158801213d302a2f3be
Source noteuspto-grants-2010_04