Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750636Generated: October 27, 2026

Diisopropylethylamine → 2-Chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyridin-2-yl]amino}cyclopentyl]benzamide

https://huagongshe.com/reaction/1750636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
ReactantN-[(1S,2S)-2-Aminocyclopentyl]-2-chlorobenzamide hydrochlorideHCID 118308080—
SolventDimethyl SulfoxideHCID 679—
Product2-Chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyridin-2-yl]amino}cyclopentyl]benzamideHCID 118308126—

Reaction Conditions

Temperature150 °C

Reaction Steps

A solution of N-[(1S,2S)-2-aminocyclopentyl]-2-chlorobenzamide hydrochloride (Intermediate 19; 100 mg, 0.36 mmol), 2-chloro-5-(trifluoromethyl)pyridine (CAS number 52334-81-3; 79 mg, 0.44 mmol) and DIPEA (190 μl, 1.09 mmol) in dry DMSO (1.2 ml) was sealed and heated at 150° C. for 17 hours. The reaction mixture was filtered through cotton wool and purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156829B2
Source datasetuspto-grants-2015_10
ORD IDord-58adbc4ac7d849df9f9e8d579b8d825d
Source noteuspto-grants-2015_10