Methyl 5-bromopyridine-3-carboxylate → Methyl 5-[4-methyl-3-(trifluoromethyl)phenyl]pyridine-3-carboxylate

HRID 1642842Notes

Reaction equation

HRID 1642842 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].[CH3:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][C:14]=1[C:22]([F:25])([F:24])[F:23]>>[CH3:12][C:13]1[CH:18]=[CH:17][C:16]([C:2]2[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[N:4][CH:3]=2)=[CH:15][C:14]=1[C:22]([F:23])([F:24])[F:25]

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 45158669[4-Methyl-3-(trifluoromethyl)phenyl]boronic acid

Product 1

HCID 58002360Methyl 5-[4-methyl-3-(trifluoromethyl)phenyl]pyridine-3-carboxylate

Procedure

2.2 g (10.3 mmol) of methyl 5-bromonicotinate and 2.5 g (12.4 mmol) of [4-methyl-3-(trifluoromethyl)phenyl]boronic acid were reacted according to the General Method 1A. Yield: 2.6 g (86% of theory)

Sources & evidence

ORD record
ord-0bbb90cdfa204df7936793569e0f9917
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…