Diisobutylaluminum hydride → 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]([C:21]([O:23]C)=O)=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][N:17]=2)[N:12]=1)(=[O:4])=[O:3].[CH3:25]C(C[AlH]CC(C)C)C>C(Cl)Cl>[CH3:25][CH:21]([C:20]1[C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:2]([CH3:1])(=[O:4])=[O:3])=[N:12][C:13]2[C:18]([CH:19]=1)=[N:17][CH:16]=[CH:15][CH:14]=2)[OH:23]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of methyl 2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate (1.2 g, 3.5 mmol) in DCM (30 mL) was added DIBAL-H (35 mL, 35 mmol) at −78° C. The reaction mixture was stirred for 4 h at same temperature. The reaction mixture was quenched with satd solution of ammonium chloride and extracted with EtOAc. The organic layer was concentrated in vacuo to give methyl (2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)methanol: LC-MS (ESI) m/z 315.0 [M+H]+. It was carried on crude for next step.