HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → 4-{3-[4-(1-Amino-cyclobutyl)-phenyl]-4-oxo-2-phenyl-4H-chromen-8-yl}-piperazin-2-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-[4-oxo-8-(3-oxo-piperazin-1-yl)-2-phenyl-4H-chromen-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester | HCID 67067777 | — |
| Product | 4-{3-[4-(1-Amino-cyclobutyl)-phenyl]-4-oxo-2-phenyl-4H-chromen-8-yl}-piperazin-2-one | HCID 51030232 | 28% |
Reaction Steps
Following the procedure of 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, (1-{-4-[4-oxo-8-(3-oxo-piperazin-1-yl)-2-phenyl-4H-chromen-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester was reacted to give the title compound as a white solid (8 mg, 28%). 1H NMR (400 MHz, CDCl3): δ 7.92 (s, 1H), 7.69 (dd, J=7.4, 1.7 Hz, 1H), 7.41-7.26 (m, 9H), 7.09 (d, J=8.0 Hz, 2H), 3.71 (s, 2H), 3.40 (t, J=5.4 Hz, 2H), 3.35-2.99 (m, 4H), 2.36-2.27 (m, 2H), 2.07-1.87 (m, 3H), 1.65-1.53 (m, 1H). LCMS (Method E): RT=2.79 min, [M+H]+=466.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f598ad60a52f41678b0ed68097efb8a2 |
| Source note | uspto-grants-2013_10 |