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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878352Generated: October 26, 2026

Triethylamine → 3-((4-(4-Amino-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide

https://huagongshe.com/reaction/1878352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Amino-o-anisic acidHCID 75599—
ReactantPropylphosphonic anhydrideHCID 111923—
ReactantN-tert-butyl-3-(piperazin-1-ylmethyl)benzamideHCID 66877987—
SolventDichloromethaneHCID 6344—
Product3-((4-(4-Amino-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamideHCID 5791768932.4%

Reaction Steps

1-Propanephosphonic acid cyclic anhydride (12.91 g, 20.2 mmol, 12.91 mL) was added dropwise to a solution of 4-amino-2-methoxybenzoic acid (1.70 g, 10.1 mmol), N-tert-butyl-3-(piperazin-1-ylmethyl)benzamide (3.07 g, 11.2 mmol) and triethylamine (3.08 g. 30.3 mmol, 4.23 mL) in dichloromethane. The reaction was stirred at room temperature for 1 hour. The reaction was concentrated under reduced pressure and the residue was taken up with ethyl acetate, washed with water, sodium hydrogen carbonate and brine. The organic phase was concentrated under vacuum to afford the title compound (1.39 g). MS (ESI) m/z 425.4 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-e5e790bf01a647b7ba81bc4971c95847
Source noteuspto-grants-2012_11