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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258697Generated: October 27, 2026

1,2-Dichloroethane → N-{4-Chloro-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]benzyl}-1-trifluoromethyl-cyclopropaneamide

https://huagongshe.com/reaction/1258697

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant5-Chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)anilineHCID 67958171—
ReactantN-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamideHCID 86646336—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-{4-Chloro-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]benzyl}-1-trifluoromethyl-cyclopropaneamideHCID 86674337—

Reaction Steps

A mixture of N-(4-chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide (0.15 g; 0.45 mmol) and 5-chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)aniline (0.14 g; 0.45 mmol) in DMF (3 mL) was stirred overnight at rt. EDC (0.086 g; 0.45 mmol) was added and the mixture was heated to 90° C. for 1 h. The mixture was poured in water, extracted with DCM and the combined organic layer was washed with brine, dried over Na2SO4, filtered, concentrated and purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-f09a456475d549c29b2b9ed8410d5af1
Source noteuspto-grants-2013_06