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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898570Generated: October 26, 2026

1-Hydroxybenzotriazole → N-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-N-methyl-acetamide

https://huagongshe.com/reaction/898570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant(2-Chloro-4-trifluoromethyl-phenoxy)-acetic acidHCID 59691547—
Reactant[3-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-methyl-amineHCID 68876070—
SolventTetrahydrofuranHCID 8028—
ProductN-[3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-N-methyl-acetamideHCID 59691571—

Reaction Steps

293 mg (0.911 mmol) of TBTU and 123 mg (0.911 mmol) of HOBT were added to a suspension of 231 mg (0.911 mmol) of (2-chloro-4-trifluoromethyl-phenoxy)-acetic acid (intermediate product Z2b) in 5 mL abs. THF and the mixture was stirred for 10 minutes at RT. 180 mg (0.701 mmol) of [3-chloro-4-(2-diethylamino-ethoxy)-phenyl]-methyl-amine and 0.18 mL (1.051 mmol) of ethyl-diisopropylamine were added, the mixture was stirred for 16 hours at RT and evaporated down i. vac. The residue was purified by column chromatography (silica gel, silica gel, dichloromethane/MeOH/conc. aqueous ammonia 85:15:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351719B2
Source datasetuspto-grants-2008_04
ORD IDord-ba63c41e50914e5d813cceb8f7100a3b
Source noteuspto-grants-2008_04