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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498743Generated: October 25, 2026

4,5-Dichloro-1,2-phenylenediamine → 7,8-Dichloro-4-[3-(2-trifluoromethyl-pyridin-4-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/498743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,5-Dichloro-1,2-phenylenediamineHCID 79297—
Reactant3-Oxo-3-[3-(2-trifluoromethyl-pyridin-4-yl)-phenyl]-propionic acid tert-butyl esterHCID 69486843—
SolventO-XyleneHCID 7237—
Product7,8-Dichloro-4-[3-(2-trifluoromethyl-pyridin-4-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 22317303—

Reaction Steps

The title compound was prepared from commercially available 4,5-dichloro-1,2-phenylendiamine (133 mg, 0.75 mmol) and 3-oxo-3-[3-(2-trifluoromethyl-pyridin-4-yl)-phenyl]-propionic acid tert-butyl ester (Example K38) (274 mg, 0.75 mmol) in xylene (15 ml) under reflux conditions for 2 h according to the general procedure M. Obtained as a light red solid (290 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949542B2
Source datasetuspto-grants-2005_09
ORD IDord-8bd70ddaacab4ea4911233301c046292
Source noteuspto-grants-2005_09