Methyl 5-bromopyridine-3-carboxylate → Methyl 5-(4-ethylphenyl)pyridine-3-carboxylate

HRID 2091736Notes

Reaction equation

HRID 2091736 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].[CH2:12]([C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1)[CH3:13]>>[CH2:12]([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)[CH3:13]

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 2734352Boronic acid, (4-ethylphenyl)-

Product 1

HCID 58002322Methyl 5-(4-ethylphenyl)pyridine-3-carboxylate

Procedure

According to General Method 3A, 32 g (148 mmol) of methyl 5-bromonicotinate and 27 g (178 mmol, 1.2 eq.) of 4-ethylphenylboronic acid were reacted. Yield: 24 g (64% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-92c62611e9be4d94946585f9ee828b5a
Source dataset
uspto-grants-2013_05
Patent number
US08440657B2

Reaction notes

Loading…