HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → 3-[4-(1-Amino-cyclobutyl)-phenyl]-7-methoxy-2-phenyl-chromen-4-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-(7-Methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067846 | — |
| Product | 3-[4-(1-Amino-cyclobutyl)-phenyl]-7-methoxy-2-phenyl-chromen-4-one | HCID 51030791 | 84% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(7-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as an off-white solid (50 mg, 84%). 1H NMR (400 MHz, CDCl3): δ 8.19 (d, J=9 Hz, 1H), 7.41-7.38 (m, 2H), 7.36-7.31 (m, 3H), 7.29-7.24 (m, 2H), 7.21-7.17 (m, 2H), 7.00 (dd, J=2 and 9 Hz, 1H), 6.93 (d, J=2 Hz, 1H), 3.93 (s, 3H), 2.59-2.51 (m, 2H), 2.20-2.10 (m, 2H), 2.10-2.01 (m, 1H), 1.80-1.70 (m, 1H). LCMS (Method F): RT=9.26 min, [M+H]+=398.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-74981e9b40c24cfa939ced705816e493 |
| Source note | uspto-grants-2013_10 |