HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one | HCID 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 ester | HCID 67067771 | — |
| Product | 7-[4-(1-Amino-cyclobutyl)-phenyl]-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one | HCID 51029949 | 71% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-58938bed95ea45698fdf979daf01bbfb |
| Source note | uspto-grants-2013_10 |