HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinylboronic acid → 2-(3-Hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 5-Bromo-6-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89906498 | — |
| Product | 2-(3-Hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 118195155 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 128 using 5-bromo-6-(3-hydroxy-3-methylazetidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 128.1) and pyridin-3-ylboronic acid. HPLC (Condition 4) tR=4.45 min, UPLC-MS (Condition 3) tR=0.95 min, m/z=445.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.27 (s, 3H) 3.46-3.61 (m, 4H) 5.43 (s, 1H) 7.33 (d, J=8.99 Hz, 2H) 7.44-7.54 (m, 1H) 7.74-7.90 (m, 3H) 8.02 (d, J=1.95 Hz, 1H) 8.58 (dd, J=4.69, 1.56 Hz, 1H) 8.64 (d, J=2.35 Hz, 1H) 8.75 (d, J=2.35 Hz, 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-292b502240a7477eb1ae310f62da7001 |
| Source note | uspto-grants-2016_03 |