Methyl 5-bromopyridine-3-carboxylate → Methyl 5-[3-fluoro-4-(trifluoromethyl)phenyl]nicotinate

HRID 661252Notes

Reaction equation

HRID 661252 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].Br[C:22]1[CH:23]=[N:24][CH:25]=[C:26]([CH:31]=1)[C:27]([O:29][CH3:30])=[O:28]>>[F:1][C:2]1[CH:3]=[C:4]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([CH:31]=2)[C:27]([O:29][CH3:30])=[O:28])[CH:5]=[CH:6][C:7]=1[C:8]([F:9])([F:10])[F:11]

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 467390543-Fluoro-4-(trifluoromethyl)phenylboronic acid pinacol ester

Product 1

HCID 58116580Methyl 5-[3-fluoro-4-(trifluoromethyl)phenyl]nicotinate

Procedure

According to General Method 1A, 18.2 g (approx. 62.81 mmol) of the compound from Example 80A and 5.4 g (25.1 mmol) of methyl 5-bromonicotinate were reacted. Yield: 7.0 g (36% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-76e317b86a9a4f4a9ab7d6286d065bd3
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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