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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623435Generated: November 2, 2026

Water → 3-{[Phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl ester

https://huagongshe.com/reaction/1623435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantN,3-diphenylprop-2-ynamideHCID 305965—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
SolventDimethylformamideHCID 6228—
Product3-{[Phenyl-(3-phenyl propynoyl)-amino]-methyl}-benzoic acid methyl esterHCID 6703615565%

Reaction Steps

3-Phenyl-propynoic acid phenylamide (951.4 mg, 4.3 mmol), 3-bromomethyl-benzoic acid methyl ester (1.2 g, 5.16 mmol) and Cs2CO3 (2.1 g, 6.45 mmol) were dissolved in DMF (20 ml). The mixture was stirred at room temperature for 16 h. The mixture was poured into water and extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification was by flash column chromatography on silica gel, eluting with hexanes-EtOAc (6:1 and then 4:1) afforded 3-{[phenyl-(3-phenyl-propynoyl)-amino]-methyl}-benzoic acid methyl ester 1.03 g (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778973B2
Source datasetuspto-grants-2014_07
ORD IDord-a5588d5168174bca8ad2267fda08428c
Source noteuspto-grants-2014_07