2-Bromo-5-iodo-1,3-dimethylbenzene → 4-(4-Bromo-3,5-dimethylphenyl)-1-methylpyridin-2(1H)-one

Reaction equation

[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](I)=[CH:4][C:3]=1[CH3:10].[CH3:11][N:12]1[CH:17]=[CH:16][C:15](B(O)O)=[CH:14][C:13]1=[O:21]>>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:15]2[CH:16]=[CH:17][N:12]([CH3:11])[C:13](=[O:21])[CH:14]=2)=[CH:4][C:3]=1[CH3:10]

Participants

Reactant 2

HCID 207480372-Bromo-5-iodo-1,3-dimethylbenzene

HCID 678142991-Methyl-2-oxo-1,2-dihydropyridine-4-boronic acid

Product 1

HCID 866972394-(4-Bromo-3,5-dimethylphenyl)-1-methylpyridin-2(1H)-one

Procedure

The title compound is prepared from 2-bromo-5-iodo-1,3-dimethylbenzene and 1-methyl-2-oxo-1,2-dihydropyridin-4-ylboronic acid following a procedure analogous to that described in Step 1 of Intermediate 56. LC (method 11): tR=1.04 min; Mass spectrum (ESI+): m/z=292, 294 [M+H]+.

Sources & evidence

ORD record: ord-2211b2ef377a493590653dd29b430aa5
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642585B2

Reaction notes

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