2-Fluoro-5-nitrophenylboronic acid, pinacol ester → HCID 22473537, compound

HRID 2184007Notes

Reaction equation

HRID 2184007 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[C:4]#[N:5].[F:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=1B1OC(C)(C)C(C)(C)O1>>[Cl:10][C:7]1[CH:6]=[C:3]([C:4]#[N:5])[C:2]([C:13]2[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:12]=2[F:11])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 38332972-Fluoro-5-nitrophenylboronic acid, pinacol esterHCID 103309442-Bromo-5-chlorobenzonitrile

Product 1

HCID 22473537HCID 22473537, compound

Procedure

2-Bromo-5-chlorobenzonitrile was coupled with 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in the same way as Example 1 to give 4-chloro-2′-fluoro-5′-nitrobiphenyl-2-carbonitrile as a grey solid: δH (360 MHz, CDCl3) 7.39-7.43 (1H, m), 7.47-7.64 (1H, m), 7.73 (1H, dd, J 8 and 2), 7.82 (1H, d, J 2), 8.26-8.45 (2H, m).

Sources & evidence

ORD record
ord-d08aca6263264ac0b222fc18aa24645c
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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