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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793980Generated: November 4, 2026

1-Naphthyl trifluoromethanesulfonate → (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(3,4-dihydro-naphthalen-1-yl)-phenyl]-methanone

https://huagongshe.com/reaction/1793980

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Naphthyl trifluoromethanesulfonateHCID 378884—
Reactant(10,11-Dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanoneHCID 22219716—
Product(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(3,4-dihydro-naphthalen-1-yl)-phenyl]-methanoneHCID 1029768096.3%

Reaction Steps

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Example 10, Step B (0.300 g, 0.668 mmol) and naphthalen-1-yl trifluoromethanesulfonate (0.205 g, 0.735 mmol) were reacted by the procedure described in Example 1, Step F. The crude product was purified by flash column chromatography on silica gel, eluting with 30% ethyl acetate in hexane to afford a clear oil. The oil was recrystallized from diethyl ether/petroleum ether to afford white crystals (0.290 g), m.p. 174–176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022699B2
Source datasetuspto-grants-2006_04
ORD IDord-59c8aec5d758495ab0cb222e7adbc213
Source noteuspto-grants-2006_04