3-Bromo-6-chloro-2-methylpyridine → 3-Bromo-2-(bromomethyl)-6-chloropyridine

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([Br:9])=[CH:4][CH:3]=1.[Br:10]C1C(CN2[C@@H](C)[C@@H](C3C=CC=C(OC(F)(F)F)C=3)OC2=O)=NC(SC)=NC=1>>[Br:9][C:5]1[C:6]([CH2:8][Br:10])=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

Reactant 2

HCID 148666743-Bromo-6-chloro-2-methylpyridine

HCID 90009127(4S,5R)-3-{[5-Bromo-2-(methylthio)pyrimidin-4-yl]methyl}-4-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazolidin-2-one

Product 1

HCID 232499153-Bromo-2-(bromomethyl)-6-chloropyridine

Procedure

The preparation of this precursor from commercially available 6-chloro-3-bromo-2-methylpyridine has been described previously in WO2007081569, INTERMEDIATE 9 Step B.

Sources & evidence

ORD record: ord-36a584ced05f462dbfd4a50b14454e19
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09353101B2

Reaction notes

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