HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Fluoropyridin-3-yl)boronic acid → 2-Chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5'-fluoro-[3,3'-bipyridine]-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Fluoropyridin-3-yl)boronic acid | HCID 44717403 | — |
| Reactant | 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide | HCID 86702626 | — |
| Product | 2-Chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5'-fluoro-[3,3'-bipyridine]-5-carboxamide | HCID 72201587 | — |
Reaction Steps
The title compound was prepared in an analogous fashion to that described in Example 76 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide (Stage 76.1) and 3-Fluoropyridine-5-boronic acid pinacolester (80° C. instead of 90° C.) to afford the title compound as a white solid. UPLC-MS (Condition 2)) tR=1.17 min, m/z=425.9/427.9 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.42 (d, J=8.68 Hz, 2H) 7.60 (dd, J=7.89, 4.83 Hz, 1H) 7.88 (d, J=9.05 Hz, 2H) 8.07 (dt, J=7.82, 1.90 Hz, 1H) 8.49 (d, J=2.32 Hz, 1H) 8.71 (dd, J=4.83, 1.41 Hz, 1H) 8.81 (d, J=2.08 Hz, 1H) 9.00 (d, J=2.20 Hz, 1H) 10.68 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315489B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ef986151a8b64ed0b3b64aa422268a1e |
| Source note | uspto-grants-2016_04 |