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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878351Generated: October 27, 2026

Isobutylamine → N-tert-Butyl-3-((4-(5-chloro-4-(3-isobutylureido)-2-methoxybenzoyl)piperazin-1-yl)methyl)-benzamide

https://huagongshe.com/reaction/1878351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylamineHCID 6558—
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant3-((4-(4-amino-5-chloro-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamideHCID 57917577—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-tert-Butyl-3-((4-(5-chloro-4-(3-isobutylureido)-2-methoxybenzoyl)piperazin-1-yl)methyl)-benzamideHCID 579176231.8%

Reaction Steps

3-((4-(4-Amino-5-chloro-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide (1.712 g, 0.0037 mol) and 4-nitrophenol chloroformate (0.7518 g, 0.0037 mol) were combined and stirred at room temperature in dichloromethane for 1 hour. Isobutylamine (0.1536 g 0.208 mol) was added and the reaction was stirred for a further 30 minutes. The reaction mixture was diluted with water and flushed through a hydrophobic frit. The organic phase was concentrated under vacuum and purified by acidic reverse phase HPLC affording the title compound (37 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-9eaea7fdda9d436ca12eb3950abdc3a7
Source noteuspto-grants-2012_11