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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410121Generated: October 30, 2026

4-Amino-3-methylbenzonitrile → 2-Bromo-5-[(4-chloro-phenyl)-(4-cyano-2-methyl-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid

https://huagongshe.com/reaction/2410121

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-3-methylbenzonitrileHCID 7010316—
Reactantethyl 2-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-isopropyl-1H-imidazole-4-carboxylateHCID 86707749—
Product2-Bromo-5-[(4-chloro-phenyl)-(4-cyano-2-methyl-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acidHCID 86707774—

Reaction Steps

The title compound was prepared in analogy to the procedure described for step E2 but using intermediate B and 4-amino-3-methylbenzonitrile. The reaction mixture was stirred at rt for 20 h. The mixture was extracted with HCl 1M and with a saturated aqueous NaHCO3 solution. The organic layers were dried (Na2SO4), filtered and concentrated. The product was triturated in Et2O, the suspension was filtered and the solid was dried in HV. tR: 1.30 min (LC-MS 2); ESI-MS: 515.2/517.1 [M+H]+ (LC-MS 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815926B2
Source datasetuspto-grants-2014_08
ORD IDord-b05e6679e7774be8a4a529bd69d3fd06
Source noteuspto-grants-2014_08