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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1793977Generated: November 4, 2026

1-Naphthyl trifluoromethanesulfonate → 10-[5-Chloro-4-(3,4-dihydro-naphthalen-1-yl)-2-methoxybenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

https://huagongshe.com/reaction/1793977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Naphthyl trifluoromethanesulfonateHCID 378884—
Reactant[10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl][5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]methanoneHCID 22219703—
Product10-[5-Chloro-4-(3,4-dihydro-naphthalen-1-yl)-2-methoxybenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 1016289787.8%

Reaction Steps

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Example 1 Step E (0.170 g, 0.355 mmol) and naphthalen-1-yl trifluoromethanesulfonate (0.109 g, 0.391 mmol) were reacted in the manner of Example 1, Step F. Purification by flash column chromatography on silica gel, eluting with 40% ethyl acetate in hexane followed by recrystallization from diethyl ether/pentane afforded the title compound (0.150 g) as white crystals, m.p.: 209–210° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022699B2
Source datasetuspto-grants-2006_04
ORD IDord-885db94a297d4cf2891c62f4fcea6428
Source noteuspto-grants-2006_04