Trimethyl borate → [2-Fluoro-3-(pyridin-4-yl)phenyl]boronic acid

HRID 1061773Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.[B:14](OC)([O:17]C)[O:15]C>>[F:1][C:2]1[C:3]([C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)=[CH:4][CH:5]=[CH:6][C:7]=1[B:14]([OH:17])[OH:15]

Participants

Reactant 2

HCID 8470Trimethyl borate

HCID 132706464-(2-Fluorophenyl)pyridine

Product 1

HCID 22285310[2-Fluoro-3-(pyridin-4-yl)phenyl]boronic acid

Procedure

4-(2-Fluorophenyl)pyridine was lithiated and reacted with trimethyl borate as described in Example 11 to afford 2-fluoro-3-(pyridin-4-yl)benzeneboronic acid as a white solid: m/z (ES+) 218 (M++H).

Sources & evidence

ORD record: ord-88e3d7e954414669982e2ad695f05f33
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06960598B2

Reaction notes

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