HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 2-Chloro-5'-fluoro-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 16414268 | — |
| Reactant | 6-chloro-5-iodo-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 86702599 | — |
| Product | 2-Chloro-5'-fluoro-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide | HCID 72201586 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 56 using 6-chloro-5-iodo-N-(4-(trifluoromethoxy)phenyl)nicotinamide and 3-fluoropyridine-5-boronic acid pinacol ester to afford the title product as a beige solid. UPLC-MS (Condition 2) tR=1.13 min, m/z=412 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.39 (d, J=8.99 Hz, 2H) 7.85 (d, J=8.99 Hz, 2H) 8.02-8.12 (m, 1H) 8.49 (d, J=2.35 Hz, 1H) 8.64-8.76 (m, 2H) 8.99 (dd, J=2.35, 0.78 Hz, 1H) 10.65 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315489B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-aae2fc1a1fd84ab0b9913ccb7beb6646 |
| Source note | uspto-grants-2016_04 |