2-Chloronicotinonitrile → 2-(4-Fluoro-2-methoxyphenyl)nicotinonitrile

HRID 1512330Notes

Reaction equation

HRID 1512330 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]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:12]=1B(O)O>>[F:10][C:11]1[CH:16]=[CH:15][C:14]([C:2]2[N:9]=[CH:8][CH:7]=[CH:6][C:3]=2[C:4]#[N:5])=[C:13]([O:17][CH3:18])[CH:12]=1

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acid

Product 1

HCID 685820932-(4-Fluoro-2-methoxyphenyl)nicotinonitrileYield 85%

Procedure

Prepared in 85% yield from 2-chloronicotinonitrile and 2-fluoro-6-methoxyphenylboronic acid according to the procedure described for Example 153A. MS (ESI−) m/z 228.9 (M+H)+; 1H NMR (CDCl3) δ 6.82-6.88 (m, 2H), 7.38-7.46 (m, 2H), 8.07 (dd, J=7.8, 1.7 Hz, 1H), 8.91 (dd, J=4.9, 1.9 Hz, 1H).

Sources & evidence

ORD record
ord-d6fff385e23741e19e0c9224d704b2c9
Source dataset
uspto-grants-2012_07
Patent number
US08217067B2

Reaction notes

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