(4-Methoxyphenyl)boronic acid → 2-fluoro-4-(4-methoxyphenyl)benzonitrile

HRID 1167854Notes

Reaction equation

HRID 1167854 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([F:10])[CH:3]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[F:10][C:4]1[CH:3]=[C:2]([C:16]2[CH:17]=[CH:18][C:13]([O:12][CH3:11])=[CH:14][CH:15]=2)[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 7360294-Bromo-2-fluorobenzonitrile

Product 1

HCID 27633572-fluoro-4-(4-methoxyphenyl)benzonitrileYield 82%

Procedure

4-Bromo-2-fluorobenzonitrile and 4-methoxyphenylboronic acid were processed as described in Example 164A to provide the title compound (82% yield). 1HNMR (300 MHz, CDCl3) δ3.73 (s, 3H); MS (DCI) m/z 228 (M+H)+.

Sources & evidence

ORD record
ord-8871eb35623e42a694b5b152464b87bc
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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