2,6-Difluoropyridine → 2-(4-Bromo-5-fluoro-2-methoxyphenoxy)-6-fluoropyridine

HRID 626042Notes

Reaction equation

HRID 626042 reaction equation
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([OH:9])=[C:4]([O:10][CH3:11])[CH:3]=1.FC1C=CC([N+]([O-])=O)=CC=1C(F)(F)F.[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29](F)[N:28]=1>>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([O:9][C:29]2[CH:30]=[CH:31][CH:32]=[C:27]([F:26])[N:28]=2)=[C:4]([O:10][CH3:11])[CH:3]=1

Participants

4

Reactant 3

HCID 739342,6-DifluoropyridineHCID 949542-Fluoro-5-nitrobenzotrifluorideHCID 265965254-Bromo-5-fluoro-2-methoxyphenol

Product 1

HCID 591912272-(4-Bromo-5-fluoro-2-methoxyphenoxy)-6-fluoropyridine

Procedure

According to the procedure of example 20(a) except substituting 2-methoxy-4-propylphenol for 4-bromo-5-fluoro-2-methoxyphenol (441 mg; 2 mmol), and 1-fluoro-4-nitro-2-(trifluoromethyl)benzene for 2,6-Difluoropyridine (0.18 mL; 2 mmol), the title compound was prepared as a yellow oil (246 mg; 39%), after purification on silica gel (cyclohexane/ethyl acetate: 95/5).

Workup

  1. customafter purification on silica gel (cyclohexane/ethyl acetate: 95/5)

Sources & evidence

ORD record
ord-1b1985b7a8d74f0480f84220b9f578c7
Source dataset
uspto-grants-2016_04
Patent number
US09309179B2

Reaction notes

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