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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878355Generated: October 26, 2026

Isobutylamine → N-tert-Butyl-3-((4-(4-(3-isobutylureido)-3-(trifluoromethoxy)benzoyl)piperazin-1-yl)methyl)benzamide

https://huagongshe.com/reaction/1878355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylamineHCID 6558—
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant3-((4-(4-Amino-3-(trifluoromethoxy)benzoyl)piperazin-1-yl)methyl)-N-tert-butyl-benzamideHCID 57917640—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-tert-Butyl-3-((4-(4-(3-isobutylureido)-3-(trifluoromethoxy)benzoyl)piperazin-1-yl)methyl)benzamideHCID 579177086.6%

Reaction Steps

3-((4-(4-Amino-3-(trifluoromethoxy)benzoyl)piperazin-1-yl)methyl)—N-tert-butyl-benzamide (250 mg, 0.525 mmol) and 4-nitrophenol chloroformate (106 mg, 0.525 mmol) were combined and stirred in dichloromethane for 1 hour. Isobutylamine (0.115 g, 1.6 mmol, 0.156 mL) was added and the reaction mixture was stirred for 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 basic reverse phase HPLC to afford the title compound (20 mg), MS (ESI) m/z 578.5 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-d5581edbbf114add8b051329fc29c95d
Source noteuspto-grants-2012_11