2-Bromopyridine → 2-(4-Bromo-3,5-dimethyl-phenyl)-pyridine

Reaction equation

[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](B2OC(C)(C)C(C)(C)O2)=[CH:4][C:3]=1[CH3:18].Br[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1>>[Br:1][C:2]1[C:3]([CH3:18])=[CH:4][C:5]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)=[CH:6][C:7]=1[CH3:8]

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 569731362-(4-Bromo-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 866973462-(4-Bromo-3,5-dimethyl-phenyl)-pyridine

Procedure

The title compound is prepared from 2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene and 2-bromo-pyridine following a procedure analogous to that described in Step 1 of Intermediate 56. LC (method 7): tR=0.91 min; Mass spectrum (ESI+): m/z=262/264 (Br) [M+H]+.

Sources & evidence

ORD record: ord-26459cef3726432fa51c76567720dfe7
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642585B2

Reaction notes

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