3-Fluorophenylboronic acid → 3'-Fluoro-5-methoxy-3-nitro-biphenyl

HRID 420376Notes

Reaction equation

HRID 420376 reaction equation
I[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([O:11][CH3:12])[CH:3]=1.[F:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1>>[F:13][C:14]1[CH:19]=[C:18]([C:2]2[CH:3]=[C:4]([O:11][CH3:12])[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=2)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 106840391-Iodo-3-methoxy-5-nitrobenzene

Product 1

HCID 575865783'-Fluoro-5-methoxy-3-nitro-biphenylYield 82%

Procedure

A similar procedure as described in Example 12, step 3 was used, starting from 1-iodo-3-methoxy-5-nitro-benzene (1.03 g, 3.69 mmol) and 3-fluoro-phenylboronic acid (800 mg, 5.72 mmol) to afford 3′-fluoro-5-methoxy-3-nitro-biphenyl (745 mg, 82%) as an amorphous white solid: EI(+)-HRMS m/e calculated for C13H10FNO3 (M)+ 247.0645, found 247.0645.

Sources & evidence

ORD record
ord-9ca30e16536f43858de3635c6c003fb1
Source dataset
uspto-grants-2012_01
Patent number
US08093385B2

Reaction notes

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