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-4-oxo-2-phenyl-4H-chromene-8-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one | HCID 51030598 | — |
| Reactant | (1-[4-(8-Cyano-7-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl)-carbamic acid tert-butyl ester | HCID 67067666 | — |
| Product | 3-[4-(1-Amino-cyclobutyl)-phenyl]-7-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbonitrile | HCID 51030695 | 43% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(8-cyano-7-methoxy-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (15 mg, 0.0287 mmol) was reacted to give the title compound (5.2 mg, 43%). LCMS (Method E): RT=3.47 min, M+H+=423. 1H NMR (400 MHz, CDCl3): δ 8.43 (d, J=9.3 Hz, 1H), 7.49-7.44 (m, 2H), 7.41-7.33 (m, 3H), 7.29 (d, J=7.4 Hz, 2H), 7.20 (d, J=7.4 Hz, 2H), 7.08 (d, J=9.0 Hz, 2H), 4.11 (s, 3H), 2.61-2.51 (m, 2H), 2.23-2.02 (m, 3H), 1.83-1.64 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-179bf9e9fa7a4e26aacfbe9c6f6fbb52 |
| Source note | uspto-grants-2013_10 |