Hydrochloric Acid → HCID 15171524, compound

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]3[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][N:13]3[CH:19]=2)=[CH:4][CH:3]=1.Cl>[Pd].CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[N:11]=[C:12]3[CH2:17][CH:16]([CH3:18])[CH2:15][CH2:14][N:13]3[CH:19]=2)=[CH:4][CH:3]=1

Participants

Procedure

10% Palladium on carbon (1.0 g) was added to a mixture of 2-[2-(4-aminophenyl)ethyl]-7-methylimidazo[1,2-a]pyridine (4.0 g) in methanol (100 ml) and 1N-hydrochloric acid (60 ml) and the mixture was subjected to catalytic reduction at ambient temperature under atmospheric pressure. The catalyst was removed by filtration and the filtrate was evaporated in vacuo. To the residue was added a mixture of ethyl acetate and water and the mixture was adjusted to pH 8 with potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue was triturated with a solution of diethyl ether and ethyl acetate. The precipitate was collected by filtration and dried to give 2-[2-(4-aminophenyl)ethyl]-7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (3.39 g).