Benzonitrile, 4-bromo- → HCID 22285304, compound

HRID 2184029Notes

Reaction equation

HRID 2184029 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[F:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=1B1OC(C)(C)C(C)(C)O1>>[F:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=1[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 12162Benzonitrile, 4-bromo-HCID 38332972-Fluoro-5-nitrophenylboronic acid, pinacol ester

Product 1

HCID 22285304HCID 22285304, compound

Procedure

4-Bromobenzonitrile and 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane were coupled using the procedure described in Example 1 to afford 2′-fluoro-5′-nitrobiphenyl-4-carbonitrile as a brown solid: δH (400 MHz, CDCl3) 7.37 (1H, dd, J 9 and 9), 7.70 (2H, dd, J 8 and 1), 7.80 (1H, dd, J 8 and 1), 8.29-8.33 (1H, m), 8.37-8.40 (1H, m).

Sources & evidence

ORD record
ord-79fa5924e5fa413896f48f2f4556145b
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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