Boron tribromide → HCID 59191259, compound

HRID 1023928Notes

Reaction equation

HRID 1023928 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:19])=[C:16]([F:18])[F:17])=[CH:11][C:10]=2[O:20]C)[N:3]=1.B(Br)(Br)Br>>[F:1][C:2]1[N:3]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:19])=[C:16]([F:17])[F:18])=[CH:11][C:10]=2[OH:20])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 59191368HCID 59191368, compound

Product 1

HCID 59191259HCID 59191259, compoundYield 64%

Procedure

According to the procedure of example 5(b) except substituting 2-fluoro-6-(2-methoxy-4-propylphenoxy)pyridine by 2-fluoro-6-[2-methoxy-4-(trifluorovinyl)phenoxy]pyridine (0.033 mmol; 10 mg) and adding 3.5 equivalents (0.117 mmol; 117 μl) of boron tribromide, the title compound was prepared in 64% yield (0.021 mmol; 6 mg) after purification by preparative TLC on silica gel (ethyl acetate/cyclohexane—30/70).

Workup

  1. customafter purification by preparative TLC on silica gel (ethyl acetate/cyclohexane—30/70)

Sources & evidence

ORD record
ord-c7ae94e1a9544d7fb58fb2ab24fbf823
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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