4-Bromo-2-fluoro-1-(trifluoromethoxy)benzene → Methyl 5-[3-fluoro-4-(trifluoromethoxy)phenyl]nicotinate

HRID 661259Notes

Reaction equation

HRID 661259 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]([F:12])([F:11])[F:10])=[C:4]([F:13])[CH:3]=1.CC1(C)C(C)(C)OB([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([CH:31]=2)[C:27]([O:29][CH3:30])=[O:28])O1>>[F:13][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([CH:31]=2)[C:27]([O:29][CH3:30])=[O:28])[CH:7]=[CH:6][C:5]=1[O:8][C:9]([F:12])([F:11])[F:10]

Participants

3

Reactant 2

HCID 27822174-Bromo-2-fluoro-1-(trifluoromethoxy)benzeneHCID 177502573-(Methoxycarbonyl)pyridine-5-boronic acid, pinacol ester

Product 1

HCID 58116516Methyl 5-[3-fluoro-4-(trifluoromethoxy)phenyl]nicotinate

Procedure

According to General Method 1A, 8.0 g (30.9 mmol) of 4-bromo-2-fluoro-1-(trifluoromethoxy)benzene and 20.13 g (77.22 mmol) of methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate were reacted. Yield: 8.02 g (69% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-635e5e43acb7453d8990aae2780ddf59
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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