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

HRID 661196Notes

Reaction equation

HRID 661196 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[F:12][C:13]([F:24])([F:23])[C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1>>[F:12][C:13]([F:24])([F:23])[C:14]1[CH:19]=[CH:18][C:17]([C:2]2[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[N:4][CH:3]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 27343894-(Trifluoromethyl)phenylboronic acid

Product 1

HCID 20099855Methyl 5-(4-(trifluoromethyl)phenyl)nicotinate

Procedure

According to General Method 1A, 28 g (132 mmol) of methyl 5-bromonicotinate and 30 g (158 mmol, 1.2 eq.) of 4-trifluoromethylphenylboronic acid were reacted. Yield: 32 g (85% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-dbbd2aec0b9a4a3b8f7f8ca9ce0baf41
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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