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]-8-difluoromethoxy-2-phenyl-pyrano[2,3-c]pyridin-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-(8-Difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067822 | — |
| Product | 3-[4-(1-Amino-cyclobutyl)-phenyl]-8-difluoromethoxy-2-phenyl-pyrano[2,3-c]pyridin-4-one | HCID 51029590 | 46% |
Reaction Steps
Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(8-difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a pale orange solid (9 mg, 46%). 1H NMR (400 MHz, DMSO-d6): δ 8.26 (d, J=5 Hz, 1H), 7.90 (t, J=72 Hz, 1H), 7.80 (d, J=5 Hz, 1H), 7.44-7.35 (m, 7H), 7.16-7.13 (m, 2H), 2.40-2.32 (m, 2H), 2.12-2.04 (m, 2H), 2.04-1.95 (m, 1H), 1.70-1.61 (m, 1H). LCMS (Method E): RT=3.74 min, [M+Na]+=457.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-557243703db64e7abe3196588101ba1f |
| Source note | uspto-grants-2013_10 |