HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpyridine-5-boronic acid → 2-(3-Hydroxy-3-methylazetidin-1-yl)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpyridine-5-boronic acid | HCID 2763081 | — |
| 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)-6'-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 118195076 | — |
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 (6-methylpyridin-3-yl)boronic acid. HPLC (Condition 4) tR=4.22 min, UPLC-MS (Condition 3) tR=0.95 min, m/z=459.3 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.27 (s, 3H) 2.52 (s, 3H) 3.45-3.61 (m, 4H) 5.41 (s, 1H) 7.34 (dd, J=8.21, 5.47 Hz, 3H) 7.72 (dd, J=8.21, 2.35 Hz, 1H) 7.80-7.88 (m, 2H) 7.97 (d, J=2.35 Hz, 1H) 8.49 (d, J=1.96 Hz, 1H) 8.73 (d, J=2.35 Hz, 1H) 10.18 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-7391ac5880cf42a3b9e5705a48dfc6f7 |
| Source note | uspto-grants-2016_03 |