Boron tribromide → HCID 59191343, compound

HRID 1023922Notes

Reaction equation

HRID 1023922 reaction equation
[F:1][C:2]([F:22])([F:21])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[N:13]=2)=[C:7]([O:19]C)[CH:6]=1)[OH:4].B(Br)(Br)Br>>[F:18][C:14]1[N:13]=[C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([CH:3]([OH:4])[C:2]([F:21])([F:22])[F:1])=[CH:6][C:7]=2[OH:19])[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 59191306HCID 59191306, compound

Product 1

HCID 59191343HCID 59191343, compoundYield 84%

Procedure

According to the procedure of example 5(b) except substituting 2-fluoro-6-(2-methoxy-4-propylphenoxy)pyridine by 2,2,2-trifluoro-1-{4-[(6-fluoropyridin-2-yl)oxy]-3 methoxyphenyl}ethanol (0.15 mmol; 50 mg) and adding 3.5 equivalents (0.47 mmol; 470 μl) of boron tribromide, the title compound was prepared in 84% yield (0.13 mmol; 38 mg) after purification by preparative TLC on silica gel (ethyl acetate/cyclohexane—40/60).

Workup

  1. customafter purification by preparative TLC on silica gel (ethyl acetate/cyclohexane—40/60)

Sources & evidence

ORD record
ord-4c16a21fc2034cd59bf6aac705996f7e
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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