HCID 68089188, compound → HCID 86667806, compound
Reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]3[CH:10]=[CH:11][CH:12]=[N:13][C:14]=3[C:5]=2[N:4]=[C:3]1[CH2:15][OH:16]>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]3[CH:10]=[CH:11][CH:12]=[N:13][C:14]=3[C:5]=2[N:4]=[C:3]1[CH:15]=[O:16]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of (3-methyl-3H-imidazo[4,5-h]quinolin-2-yl)methanol (560 mg, 2.62 mmol) in DCM (10 mL) was added manganese (IV) oxide (2.28 g, 26.2 mmol). The mixture was stirred at room temperature for 12 h. The solid was removed by filtration and the filtrate was concentrated. The crude product was purified by silica gel column chromatography (eluting with PE/EtOAc v/v 2:1) to give 3-methyl-3H-imidazo[4,5-h]quinoline-2-carbaldehyde as a yellow solid (370 mg, yield: 67.5%). ESI MS: m/z 212 [M+H]+.