HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylboroxine → 5'-Fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | 6'-chloro-5'-fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 89906951 | — |
| Product | 5'-Fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 118195173 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 52 using 6′-chloro-5′-fluoro-2-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3′-bipyridine]-5-carboxamide (Example 134) and trimethyl-boroxine. HPLC (Condition 4) tR=5.26 min, UPLC-MS (Condition 3) tR=1.09 min, m/z=477.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.29 (s, 3H) 2.42-2.55 (m, 3H) 3.50-3.65 (m, 4H) 5.46 (d, J=0.78 Hz, 1H) 7.34 (d, J=8.99 Hz, 2H) 7.74 (d, J=10.56 Hz, 1H) 7.83 (d, J=8.60 Hz, 2H) 7.97-8.05 (m, 1H) 8.37 (s, 1H) 8.71-8.78 (m, 1H) 10.19 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-185aea2e8e744c6f8ca40d6a1327cb91 |
| Source note | uspto-grants-2016_03 |