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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669292Generated: November 2, 2026

Diisopropylethylamine → 3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester

https://huagongshe.com/reaction/1669292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBOPHCID 2724699—
ReactantMethyl 3-aminopropanoate hydrochlorideHCID 2734767—
Reactant4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acidHCID 67341570—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventEthyl acetate hexaneHCID 21226206—
Product3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl esterHCID 6734308660%

Reaction Steps

4-[1-(4′-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoic acid (0.018 g, 0.04 mmol), PyBOP (0.027 g, 0.05 mmol), 3-amino-propionic acid methyl ester hydrochloride (0.011 g, 0.08 mmol), and ethyl-diisopropyl-amine (0.03 mL, 0.18 mmol) are dissolved in N,N-dimethyl-formamide (1 mL) and stirred for sixteen hours. The mixture is diluted with ethyl acetate, washed with water two times then brine. Organic layers are dried over sodium sulfate, filtered and concentrated under reduced pressure. Column chromatography on silica gel with 0-70% ethyl acetate/hexane gradient affords 0.012 g (0.02 mmol, 60%) of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989457B2
Source datasetuspto-grants-2011_08
ORD IDord-a9d4e8196f6f47d6b985d69df99273bb
Source noteuspto-grants-2011_08