HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → 3-[4-(3-Amino-oxetan-3-yl)-phenyl]-8-bromo-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 | 2-Methyl-propane-2-sulfinic acid {3-[4-(8-bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-oxetan-3-yl}-amide | HCID 67067715 | — |
| Product | 3-[4-(3-Amino-oxetan-3-yl)-phenyl]-8-bromo-2-phenyl-chromen-4-one | HCID 51030044 | 34% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, 2-methyl-propane-2-sulfinic acid {3-[4-(8-bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-oxetan-3-yl}-amide was reacted to give the title compound as a white solid (16 mg, 34%). 1H NMR (400 MHz, DMSO-d6): δ 8.18 (dd, J=7.8 and 1.6 Hz, 1H), 8.11 (dd, J=8.2 and 1.9 Hz, 1H), 7.54 (d, J=8.7 Hz, 2H), 7.50-7.34 (m, 6H), 7.23 (d, J=8.5, 2H), 4.71 (d, J=6.1 Hz, 2H), 4.67 (d, J=6.1 Hz, 2H), 3.32 (s, 2H). LCMS (Method E): RT=3.67 min, [M+H]+=448/450.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ab7ba469aa3440b4933dc0ce7ffb38bf |
| Source note | uspto-grants-2013_10 |