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]-2-phenyl-6-bromo-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-(6-Bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067709 | — |
| Product | 3-[4-(1-Amino-cyclobutyl)-phenyl]-2-phenyl-6-bromo-chromen-4-one | HCID 51030879 | 80% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(6-bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a pale yellow solid (26 mg, 80%). 1H NMR (400 MHz, DMSO-d6): δ 8.18 (d, J=2 Hz, 1H), 8.02 (dd, J=2 and 9 Hz, 1H), 7.75 (d, J=9 Hz, 1H), 7.45-7.31 (m, 7H), 7.17-7.12 (m, 2H), 2.44-2.34 (m, 2H), 2.17-2.07 (m, 2H), 2.05-1.95 (m, 1H), 1.71-1.61 (m, 1H). LCMS (Method F): RT=9.86 min, [M+H]+=446/448.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-0daf60ce77764665bb3bbf86e02db98c |
| Source note | uspto-grants-2013_10 |