HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine → 4-Fluoro-3'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine | HCID 22285276 | — |
| Reactant | 4-Fluoro-3'-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile | HCID 22285336 | — |
| Product | 4-Fluoro-3'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile | HCID 10271874 | 26% |
Reaction Steps
5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 4-fluoro-3′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (91 mg, 0.28 mmol) as described in Example 7 part g), affording 4-fluoro-3′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-2-carbonitrile (22 mg, 26%). δH (360 MHz, CDCl3) 7.39-7.45 (1H, m), 7.51-7.76 (7H, m), 7.87 (1H, d, J 8.4), 8.71 (1H, d, J 8.4), 9.29 (1H, d, J 4.6). m/z (ES+) 394 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-3abab51cfbe9452eb8b88115a8ce4e21 |
| Source note | uspto-grants-2005_11 |