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]-1-methyl-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-Methyl-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 67067885 | — |
| Product | 7-[4-(1-Amino-cyclobutyl)-phenyl]-1-methyl-8-phenyl-1H-9-oxa-1,2-diaza-cyclopenta[a]naphthalen-6-one | HCID 51029950 | 67% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(1-methyl-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 (38 mg, 67%). 1H NMR (400 MHz, DMSO-d6): δ 8.22 (s, 1H), 7.75 (d, J=8.4 Hz, 1H), 7.69 (d, J=8.4 Hz, 1H), 7.52-7.48 (m, 2H), 7.42-7.31 (m, 5H), 7.14 (d, J=8.4 Hz, 2H), 4.37 (s, 3H), 3.27 (bs, 2H), 2.40-2.28 (m, 2H), 2.14-2.04 (m, 2H), 2.02-1.91 (m, 1H), 1.69-1.57 (m, 1H). LCMS (Method E): RT=3.42 min, [M+H]+=422.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e34ef65feb11406f845baf33588d266a |
| Source note | uspto-grants-2013_10 |