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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037291Generated: October 31, 2026

3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → 7-[4-(1-Amino-cyclobutyl)-phenyl]-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one

https://huagongshe.com/reaction/1037291

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-oneHCID 51030598—
Reactant{1-[4-(1-Dimethylsulfamoyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 67067771—
Product7-[4-(1-Amino-cyclobutyl)-phenyl]-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-oneHCID 5102994971%

Reaction Steps

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(1-dimethylsulfamoyl-6-oxo-8-phenyl-1,6-dihydro-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-7-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a white solid (31 mg, 71%). 1H NMR (400 MHz, DMSO-d6): δ 14.26 (bs, 1H), 8.32 (s, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.68 (d, J=8.5 Hz, 1H), 7.53-7.49 (m, 2H), 7.41-7.30 (m, 5H), 7.14 (d, J=8.5 Hz, 2H), 3.28 (bs, 2H), 2.40-2.32 (m, 2H), 2.12-2.03 (m, 2H), 2.02-1.91 (m, 1H), 1.68-1.57 (m, 1H). LCMS (Method E): RT=3.05 min, [M+H]+=408.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-58938bed95ea45698fdf979daf01bbfb
Source noteuspto-grants-2013_10