HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3,5-Difluoro-pyridin-2-yl)-4-fluorophenylboronic acid → 5-[3-(3,5-Difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3,5-Difluoro-pyridin-2-yl)-4-fluorophenylboronic acid | HCID 11637419 | — |
| Reactant | 5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine | HCID 22285276 | — |
| Product | 5-[3-(3,5-Difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridine | HCID 10201270 | 68% |
Reaction Steps
5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 4-fluoro-3-(3,5-difluoropyridin-2-yl)phenylboronic acid (71 mg, 0.28 mmol) as described in Example 7 part g), affording 5-[3-(3,5-difluoropyridin-2-yl)-4-fluorophenyl]-2-trifluoromethyl[1,8]-naphthyridine (59 mg, 68%). δH (360 MHz, CDCl3) 7.36-7.44 (2H, m), 7.55-7.62 (2H, m), 7.75 (1H, dd, J 2.3 and 6.5), 7.85 (1H, d, J 8.8), 8.48 (1H, d, J 2.1), 8.57 (1H, d, J 8.8), 9.28 (1H, d, J 4.2). m/z (ES+) 406 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-85aafa06812042738f79d6e50c67c293 |
| Source note | uspto-grants-2005_11 |