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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266840Generated: November 3, 2026

1-{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-4-nitro-phenyl}-1H-pyrrole-2-carboxylic acid methyl ester → 1-[2-(3-Cyano-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-7-yl]-1H-pyrrole-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1266840

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-4-nitro-phenyl}-1H-pyrrole-2-carboxylic acid methyl esterHCID 86586970—
CatalystEisenazetatHCID 45051903—
SolventOxolane--water (1/1)HCID 21881883—
Product1-[2-(3-Cyano-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-7-yl]-1H-pyrrole-2-carboxylic acid methyl esterHCID 69781031—

Reaction Steps

The title compound was prepared from 1-{3-[3-(3-cyano-phenyl)-3-oxo-propionylamino]-4-nitro-phenyl}-1H-pyrrole-2-carboxylic acid methyl ester (Example M15) by reductive cyclization with Fe/HOAc in THF/H2O at 80° C. according to the general procedure J (method d). Obtained as a brown solid (323 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-72c492f08bce4c5d9b9da1705dc6ea40
Source noteuspto-grants-2003_04