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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204355Generated: October 30, 2026

5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one → 2-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

https://huagongshe.com/reaction/2204355

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 71756073—
Reactant2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703105—
Reactant3-Amino-5-chloro-1-methylpyridin-2(1H)-oneHCID 86703118—
Reactant2-bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl esterHCID 86703164—
Product2-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl esterHCID 86703163—

Reaction Steps

The title compound was prepared in analogy to the procedure described for Step L3 but 2-bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (Step BM2) and 5-amino-3-chloro-1-methyl-1H-pyridin-2-one (Step E5) were used instead of 2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester and 3-amino-5-chloro-1-methyl-1H-pyridin-2-one respectively. The title compound was obtained as a blue foam. tR: 1.28 min (HPLC 3); ESI-MS: tR=1.25 min, [M+H]+ 612/614/616 (LC-MS 1); TLC: Rf=0.17 (2:1 EtOAc/heptanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-9ae43fe3256d4d959e0994dc1a3ff404
Source noteuspto-grants-2016_06