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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204302Generated: October 31, 2026

3-Chloro-4-fluoroaniline → 2-[(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2204302

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluoroanilineHCID 9708—
Reactant5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 71756073—
Reactant5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703101—
Reactant2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703105—
Product2-[(5-Chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703104—

Reaction Steps

The title compound was prepared in analogy to the procedure described for Step D2, but 2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step E4) and 5-amino-3-chloro-1-methyl-1H-pyridin-2-one (Step E5) were used instead of 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester and 3-chloro-4-fluoroaniline respectively to afford the title compound as a white solid. tR: 7.36 min (HPLC 2); ESI-MS: tR=1.25 min, [M+H]+ 462/464 (LC-MS 1); TLC: Rf=0.31 (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-ec6fbe13cc754d108178576ddfc8884b
Source noteuspto-grants-2016_06