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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794006Generated: November 2, 2026

10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine → (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[4-(3,4-dihydro-naphthalen-1-yl)-3-methyl-phenyl]-methanone

https://huagongshe.com/reaction/1794006

Reaction equation

Participants

RoleNameHCIDCharge
Reactant10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepineHCID 15547048—
Reactant4-(3,4-Dihydro-naphthalen-1-yl)-3-methyl-benzoic acidHCID 22219704—
Product(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[4-(3,4-dihydro-naphthalen-1-yl)-3-methyl-phenyl]-methanoneHCID 986736385.7%

Reaction Steps

4-(3,4-Dihydro-naphthalen-1-yl)-3-methyl-benzoic acid of Step B (0.220 g, 0.832 mmol) and 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.169 g, 0.915 mmol) were reacted in the manner of Example 15, Step D. Purification by flash column chromatography on silica gel, eluting with 15% ethyl acetate in hexane, followed by recrystallization from petroleum ether afforded the title compound (0.307 g) as white crystals, m.p. 108° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022699B2
Source datasetuspto-grants-2006_04
ORD IDord-3a5cae35458946d7800e4d8f809ca83c
Source noteuspto-grants-2006_04