4-Bromo-3-fluorobenzotrifluoride → Methyl 5-[2-fluoro-4-(trifluoromethyl)phenyl]nicotinate

HRID 661255Notes

Reaction equation

HRID 661255 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[F:12].CC1(C)C(C)(C)OB([C:21]2[CH:22]=[N:23][CH:24]=[C:25]([CH:30]=2)[C:26]([O:28][CH3:29])=[O:27])O1>>[F:12][C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[C:21]1[CH:22]=[N:23][CH:24]=[C:25]([CH:30]=1)[C:26]([O:28][CH3:29])=[O:27]

Participants

3

Reactant 2

HCID 1424144-Bromo-3-fluorobenzotrifluorideHCID 177502573-(Methoxycarbonyl)pyridine-5-boronic acid, pinacol ester

Product 1

HCID 58116584Methyl 5-[2-fluoro-4-(trifluoromethyl)phenyl]nicotinate

Procedure

According to General Method 1A, 5.0 g (20.6 mmol) of 1-bromo-2-fluoro-4-(trifluoromethyl)benzene and 13.53 g (51.44 mmol) of methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate were reacted. Yield: 3.6 g (58% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8c411bc313fa43e3b081232f6542d02e
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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