HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine → 5-(2-Fluoro-3-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine | HCID 22285276 | — |
| Reactant | 2-Fluoro-3-(pyridin-3-yl)phenylboronic acid | HCID 22285316 | — |
| Product | 5-(2-Fluoro-3-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine | HCID 9947482 | 45% |
Reaction Steps
5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 2-fluoro-3-(pyridin-3-yl)benzeneboronic acid (61 mg, 0.28 mmol) as described in Example 7 part g), affording 5-(2-fluoro-3-pyridin-3-ylphenyl)-2-trifluoromethyl[1,8]naphthyridine (36 mg, 45%). δH (360 MHz, CDCl3) 7.40-7.55 (3H, m), 7.65-7.70 (2H, m), 7.84 (1H, d, J 8.4), 7.93 (1H, dq, J 8.1 and 1.9), 8.37 (1H, dd, J 2.3 and 8.6), 8.67 (1H, dd, J 1.6 and 4.7), 8.86 (1H, s), 9.34 (1H, d, J 4.6). m/z (ES+) 370 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-a1eb1cffe6294d7d9992a29556b86c1d |
| Source note | uspto-grants-2005_11 |