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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204352Generated: October 30, 2026

Diethyl aluminum chloride → 2-Bromo-5-(3-chloro-4-fluoro-phenyl)-6-(5-chloro-pyridin-2-yl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one

https://huagongshe.com/reaction/2204352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl aluminum chlorideHCID 16686102—
Reactant5-bromo-2-[(3-chloro-4-fluoro-phenylamino)-(5-chloro-pyridin-2-yl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703160—
Product2-Bromo-5-(3-chloro-4-fluoro-phenyl)-6-(5-chloro-pyridin-2-yl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-oneHCID 86703159—

Reaction Steps

The title compound was prepared in analogy to the procedure described for Step H1, but diethylaluminium chloride (1.8M in toluene) was used instead of trimethylaluminium chloride, and 5-bromo-2-[(3-chloro-4-fluoro-phenylamino)-(5-chloro-pyridin-2-yl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step BL1) was used instead of 2-[(3-chloro-4-fluoro-phenylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester to afford the title compound as a yellow solid. ESI-MS: tR=1.30 min, [M+H]+ 482/484/486 (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-4c6e3f282b3547f5ac587f0f95a4b341
Source noteuspto-grants-2016_06