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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204356Generated: October 31, 2026

1,3-Dimethyl-1H-pyrazol-5-amine → 2-Bromo-5-[5-chloro-1-(4-methoxy-benzyl)-2-oxo-1,2-dihydro-pyridin-3-yl]-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one

https://huagongshe.com/reaction/2204356

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dimethyl-1H-pyrazol-5-amineHCID 520721—
Reactant5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703101—
Reactant3-amino-5-chloro-1-(4-methoxy-benzyl)-1H-pyridin-2-oneHCID 86703152—
Reactant5-bromo-2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl esterHCID 86703155—
Product2-Bromo-5-[5-chloro-1-(4-methoxy-benzyl)-2-oxo-1,2-dihydro-pyridin-3-yl]-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-oneHCID 86703165—

Reaction Steps

The title compound was prepared in analogy to the procedure described for Intermediate AX but in the step corresponding to Step AX1, 5-bromo-2-[(4-chloro-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (step D3) and 3-amino-5-chloro-1-(4-methoxy-benzyl)-1H-pyridin-2-one (Step AH1) were used instead of 5-bromo-2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester and 2,5-dimethyl-2H-pyrazol-3-ylamine respectively. The title compound was obtained as a white solid. tR: 1.38 min (HPLC 3); ESI-MS: tR=1.35 min, [M+H]+ 600/602/604 (LC-MS 1); TLC: Rf=0.46 (1:1 EtOAc/heptanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-325b5f9b3e254af4b1b53c3fa13fbb59
Source noteuspto-grants-2016_06