4-Fluoro-3-(3-cyanopyridin-2-yl)phenylboronic acid → 2-[2-Fluoro-5-(7-trifluoromethyl[1,8]naphthyridin-4-yl)phenyl]nicotinonitrile
Reaktionsgleichung
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:12]([F:15])([F:14])[F:13])=[N:7]2.[F:16][C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][C:18]=1[C:26]1[C:31]([C:32]#[N:33])=[CH:30][CH:29]=[CH:28][N:27]=1>>[F:16][C:17]1[CH:22]=[CH:21][C:20]([C:2]2[C:3]3[C:8](=[N:7][C:6]([C:12]([F:15])([F:14])[F:13])=[CH:5][CH:4]=3)[N:9]=[CH:10][CH:11]=2)=[CH:19][C:18]=1[C:26]1[N:27]=[CH:28][CH:29]=[CH:30][C:31]=1[C:32]#[N:33]Komponenten
3
Versuchsvorschrift
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]+.
Quellen und Nachweise
- ORD-Eintrag
- ord-29633f3543a641588cdac9d754b428d8
- Quelldatensatz
- uspto-grants-2005_11
- Patentnummer
- US06960598B2
Notizen zur Reaktion
Wird geladen…