HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine → 2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine | HCID 22285276 | — |
| Reactant | 5'-(5,5-Dimethyl[1,3,2]dioxaborinan-2-yl)-2'-fluorobiphenyl-4-carbonitrile | HCID 22285322 | — |
| Product | 2'-Fluoro-5'-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrile | HCID 10271875 | 25% |
Reaction Steps
5-Chloro-2-trifluoromethyl[1,8]naphthyridine (50 mg, 0.22 mmol) was coupled to 5′-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-2′-fluorobiphenyl-4-carbonitrile (87 mg, 0.28 mmol) as described in Example 7 part g), affording 2′-fluoro-5′-(7-trifluoromethyl[1,8]naphthyridin-4-yl)biphenyl-4-carbonitrile (21 mg, 25%). δH (360 MHz, CDCl3) 7.41-7.46 (1H, m), 7.52-7.60 (3H, m), 7.71-7.82 (4H, m), 7.85 (1H, d, J 8.4), 8.52 (1H, d, J 8.8), 9.30 (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-a434a87b0e734285bab53fedc74b05d7 |
| Source note | uspto-grants-2005_11 |