Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204306Generated: October 31, 2026

Triethylamine → 2-[(3-Chloro-4-fluoro-phenylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2204306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-4-fluoroanilineHCID 9708—
Reactant2-[chloro-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703110—
SolventEthyl AcetateHCID 8857—
Product2-[(3-Chloro-4-fluoro-phenylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703109—

Reaction Steps

3-Chloro-4-fluoroaniline (6.40 mmol) was added at 0° C. to a solution of 2-[chloro-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step H3) (3.20 mmol). Then Et3N (9.60 mmol) was added and the mixture was stirred at rt for 1 h. The mixture was diluted with EtOAc. The organic layer was washed successively with H2O (2×), brine, dried (Na2SO4), filtered and concentrated. The product was purified by flash chromatography to afford the title compound. tR: 5.96 min (HPLC 4); ESI-MS: tR=1.35 min, [M+H]+ 440/442 (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-4da33ad9c65f4ff19595aef6ba151478
Source noteuspto-grants-2016_06