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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534990Generated: October 31, 2026

Triethylamine → HCID 66751075, compound

https://huagongshe.com/reaction/534990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Benzyloxyaniline hydrochlorideHCID 2723831—
Reactant2-[4-(2-Tert-butylphenyl)piperazin-1-yl]-2-oxoacetic acidHCID 66750854—
SolventDimethylformamideHCID 6228—
ProductHCID 66751075HCID 6675107590%

Reaction Steps

A mixture of 2-[4-(2-tert-butylphenyl)piperazin-1-yl]-2-oxoacetic acid (Example 44, 2.5 g, 8.61 mmol), 4-(benzyloxy)aniline hydrochloride (2.06 g, 10.3 mmol), triethylamine (1.8 mL, 12.9 mmol), EDCI (1.6 g, 10.3 mmol) and HOBt (1.58 g, 10.3 mmol) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 16 h. The reaction mixture was poured into saturated NaHCO3 solution and extracted with ethyl acetate. The extract was washed with saturated NaHCO3 solution and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10 to 65:35) to give the title compound (3.64 g, 90%) as a white amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853215B2
Source datasetuspto-grants-2014_10
ORD IDord-794e7044d32f47069259a8be593acf44
Source noteuspto-grants-2014_10