HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinylboronic acid → {1-[4-(4-oxo-2-phenyl-8-pyridin-3-yl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | (1-{4-[4-oxo-2-phenyl-7-(2H-pyrazol-3-yl)-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067641 | — |
| Reactant | {1-[4-(8-Bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067700 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | {1-[4-(4-oxo-2-phenyl-8-pyridin-3-yl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester | HCID 67067949 | 59% |
Reaction Steps
Following the procedure used to prepare (1-{4-[4-oxo-2-phenyl-7-(2H-pyrazol-3-yl)-4H-chromen-3-yl]-phenyl}-cyclobutyl)-carbamic acid tert-butyl ester, {1-[4-(8-bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted with pyridine-3-boronic acid to give a crude residue which was insoluble in the EtOAc/aqueous work-up mixture. The solid was collected by filtration and air dried to give the title compound as a tan solid (44 mg, 59%). LCMS (Method B): RT=4.74 min, [M+H]+=545.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546376B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-d89eff26b7da4ade9fa78934f01162ca |
| Source note | uspto-grants-2013_10 |