2-Chloronicotinonitrile → 2-(2,4,6-Trifluorophenyl)nicotinonitrile

HRID 1035080Notes

Reaction equation

HRID 1035080 reaction equation
Cl[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([F:18])[C:12]=1B(O)O>>[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([F:18])[C:12]=1[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27793292,4,6-Trifluorophenylboronic Acid

Product 1

HCID 685833352-(2,4,6-Trifluorophenyl)nicotinonitrileYield 82%

Procedure

Prepared in 82% yield from 2-chloronicotinonitrile and 2,4,6-trifluorophenylboronic acid according to the procedure described for Example 153A. MS (ESI+) m/z 235.0 (M+H)+; 1H NMR (CDCl3) δ 6.83-6.88 m, 2H), 7.51 (dd, J=8.0, 4.9 Hz, 1H), 8.12 (dd, J=8.1, 1.7 Hz, 1H), 8.94 (dd, J=5.1, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-13d348e6271a4997848ba00c024ac48c
Source dataset
uspto-grants-2013_10
Patent number
US08546374B2

Reaction notes

Loading…