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

HRID 1642854Notes

Reaction equation

HRID 1642854 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][S:13]([C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1)(=[O:15])=[O:14]>>[CH3:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([C:2]2[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[N:4][CH:3]=2)=[CH:18][CH:17]=1)(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 27343644-(Methanesulfonyl)phenylboronic acid

Product 1

HCID 20100223Methyl 5-[4-(methanesulfonyl)phenyl]pyridine-3-carboxylate

Procedure

4.5 g (20.8 mmol) of methyl 5-bromonicotinate and 5.0 g (25.0 mmol) of 4-(methylsulphonyl)phenylboronic acid were reacted according to the General Method 1A. Yield: 1.4 g (24% of theory)

Sources & evidence

ORD record
ord-f7b1323a1c204ecaba688d000fd69a02
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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