2-(2-(Methylsulfonyl)phenyl)-1,5-naphthyridine-3-carbaldehyde → HCID 58318628, compound
Reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:20]([CH:21]=[O:22])=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][N:17]=2)[N:12]=1)(=[O:4])=[O:3].[CH3:23][Mg]Br>C1COCC1>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:20]([CH:21]([OH:22])[CH3:23])=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][N:17]=2)[N:12]=1)(=[O:3])=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of crude of 2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carbaldehyde (1.0 g, 3.2 mmol) in THF (25 mL) was added methyl magnesium bromide (3.2 mL, 9.6 mmol) at 0° C. The reaction mixture was stirred for 2 h at same temperature. The reaction mixture was quenched with satd solution of ammonium chloride and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated in vacuo to give 1-(2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethanol: LC-MS (ESI) m/z 329.0 [M+H]+. It was carried on crude for next step.