HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluoro-3-(3-cyanopyridin-2-yl)phenylboronic acid → 2-[2-Fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl]nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluoro-3-(3-cyanopyridin-2-yl)phenylboronic acid | HCID 22285270 | — |
| Reactant | 5-chloro-2-(trifluoromethyl)-1,8-Naphthyridine | HCID 22285276 | — |
| Product | 2-[2-Fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl]nicotinonitrile | HCID 10271930 | 71% |
Reaction Steps
5-Chloro-2-trifluoromethyl[1,8]naphthyridine (35 mg, 0.15 mmol) was coupled to 4-fluoro-3-(3-cyanopyridin-2-yl)phenylboronic acid (54 mg, 0.22 mmol) as described in Example 7 part g), affording 2-[2-fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl]nicotinonitrile (42 mg, 71%). δH (360 MHz, CDCl3) 7.44-7.57 (2H, m), 7.62-7.70 (2H, m), 7.75 (1H, dd, J 2.5 and 6.7), 7.87 (1H, d, J 8.8), 8.17 (1H, dd, J 1.8 and 7.7), 8.62 (1H, d, J 8.4), 8.95 (1H, dd, J 1.6 and 4.7), 9.29 (1H, d, J 4.6). m/z (ES+) 395 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960598B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-29633f3543a641588cdac9d754b428d8 |
| Source note | uspto-grants-2005_11 |