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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266832Generated: October 27, 2026

N-{5-[3-(2-chloro-phenyl)-4-cyano-pyrrol-1-yl]-2-nitro-phenyl}-3-(3-cyano-phenyl)-3-oxo-propionamide → 4-(2-Chloro-phenyl)-1-[2-(3-cyano-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-7-yl]-1H-pyrrole-3-carbonitrile

https://huagongshe.com/reaction/1266832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-{5-[3-(2-chloro-phenyl)-4-cyano-pyrrol-1-yl]-2-nitro-phenyl}-3-(3-cyano-phenyl)-3-oxo-propionamideHCID 18548747—
CatalystEisenazetatHCID 45051903—
SolventOxolane--water (1/1)HCID 21881883—
Product4-(2-Chloro-phenyl)-1-[2-(3-cyano-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-7-yl]-1H-pyrrole-3-carbonitrileHCID 18548852—

Reaction Steps

The title compound was prepared from N-{5-[3-(2-chloro-phenyl)-4-cyano-pyrrol-1-yl]-2-nitro-phenyl}-3-(3-cyano-phenyl)-3-oxo-propionamide (Example M6) 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 (164 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-76df9fdaa5dd4873a7b7343629cbeea2
Source noteuspto-grants-2003_04