2-Bromo-6-nitrotoluene → HCID 22473548, compound

HRID 2184031Notes

Reaction equation

HRID 2184031 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH3:11].[F:12][C:13]1[CH:14]=[CH:15][C:16](B2OC(C)(C)C(C)(C)O2)=[C:17]([CH:20]=1)[C:18]#[N:19]>>[F:12][C:13]1[CH:20]=[C:17]([C:18]#[N:19])[C:16]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=2[CH3:11])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 1235372-Bromo-6-nitrotolueneHCID 221807905-Fluoro-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Product 1

HCID 22473548HCID 22473548, compound

Procedure

2-Bromo-6-nitrotoluene and 5-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile were coupled using the procedure described in Example 1 to afford crude 4-fluoro-2′-methyl-3′-nitrobiphenyl-2-carbonitrile as a black solid: δH (360 MHz, CDCl3) 2.32 (3H, s), 7.34-7.46 (5H, m), 7.95 (1H, m).

Sources & evidence

ORD record
ord-69a04841e22347f2bc238744a70bf68e
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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