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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878357Generated: November 2, 2026

Cyclopropanemethanamine → N-tert-Butyl-3-((4-(5-chloro-4-(3-(cyclopropylmethyl)ureido)-2-ethoxybenzoyl)piperazin-1-yl)methyl)benzamide

https://huagongshe.com/reaction/1878357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant3-((4-(4-Amino-5-chloro-2-ethoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamideHCID 57917664—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-tert-Butyl-3-((4-(5-chloro-4-(3-(cyclopropylmethyl)ureido)-2-ethoxybenzoyl)piperazin-1-yl)methyl)benzamideHCID 579176383%

Reaction Steps

3-((4-(4-Amino-5-chloro-2-ethoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (250 mg, 0.525 mmol) and 4-nitrophenol chloroformate (425.7 mg, 0.525 mmol) were combined and stirred in dichloromethane for 1 hour. Cyclopropylmethylamine (0.114 g, 1.6 mmol, 0.139 mL) was added and the reaction was stirred for 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic frit. The organic phase was concentrated under reduced pressure and purified by basic reverse phase HPLC to give the title compound (9.1 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-faa34a2ff33c4c1b8f6816f6b7ee09ab
Source noteuspto-grants-2012_11