4-Fluorophenylboronic acid → 5-Fluoro-2-(4-fluorophenyl)nicotinonitrile

HRID 1035072Notes

Reaction equation

HRID 1035072 reaction equation
Cl[C:2]1[N:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C:4]#[N:5].[F:11][C:12]1[CH:17]=[CH:16][C:15](B(O)O)=[CH:14][CH:13]=1>>[F:10][C:7]1[CH:8]=[N:9][C:2]([C:15]2[CH:16]=[CH:17][C:12]([F:11])=[CH:13][CH:14]=2)=[C:3]([CH:6]=1)[C:4]#[N:5]

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 231108512-Chloro-5-fluoropyridine-3-carbonitrile

Product 1

HCID 685832695-Fluoro-2-(4-fluorophenyl)nicotinonitrileYield 68%

Procedure

Prepared in 68% yield from the product of Example 169A and 4-fluorophenylboronic acid according to the procedure described for Example 153A. 1HNMR (DMSO-d6) δ 7.39-7.45 (m, 2H), 7.87-7.92 (m, 2H), 8.58 (dd, J=8.6, 2.9 Hz, 1H), 8.99 (d, J=3.0 Hz, 1H).

Sources & evidence

ORD record
ord-9909feebea484b9b8cb8b6f7eb96204d
Source dataset
uspto-grants-2013_10
Patent number
US08546374B2

Reaction notes

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