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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204405Generated: November 2, 2026

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

https://huagongshe.com/reaction/2204405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluoroanilineHCID 9708—
Reactant5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 71756073—
Reactant2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703111—
Reactant2-[(4-cyano-3-fluoro-phenyl)-hydroxy-methyl]-5-(2,4-dimethoxy-pyrimidin-5-yl)-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703218—
Product2-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-cyano-3-fluoro-phenyl)-methyl]-5-(2,4-dimethoxy-pyrimidin-5-yl)-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703217—

Reaction Steps

The title compound was prepared in analogy to the procedures described for Step H2 and Step H3 but 2-[(4-cyano-3-fluoro-phenyl)-hydroxy-methyl]-5-(2,4-dimethoxy-pyrimidin-5-yl)-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step 195.2) and 5-amino-3-chloro-1-methyl-1H-pyridin-2-one (Step E5) were used instead of 2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester and 3-chloro-4-fluoroaniline respectively. The title compound was obtained as a blue solid. tR: 1.10 min (HPLC 3); ESI-MS: tR=1.07 min, [M+H]+ 595/597 (LC-MS 1); TLC: Rf=0.29 (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-422cb0358fe3412bbf76703090286ae4
Source noteuspto-grants-2016_06