Hydrochloric Acid → Hydrochloric Acid
Reaction equation
[C:1]([C:3]1[N:8]=[CH:7][C:6](C)=[C:5]([CH3:10])[CH:4]=1)#[N:2].[ClH:11].[H][H].[CH3:14]O>[Pd]>[NH2:2][CH2:1][C:3]1[C:4]([CH3:14])=[C:5]([CH3:10])[CH:6]=[CH:7][N:8]=1.[ClH:11]Participants
7
[C:1]([C:3]1[N:8]=[CH:7][C:6](C)=[C:5]([CH3:10])[CH:4]=1)#[N:2].[ClH:11].[H][H].[CH3:14]O>[Pd]>[NH2:2][CH2:1][C:3]1[C:4]([CH3:14])=[C:5]([CH3:10])[CH:6]=[CH:7][N:8]=1.[ClH:11]In an autoclave, 3.40 g of 6-cyano-3,4-dimethylpyridine (25.7 mmol), 0.15 g of Pd/C (water-content=50%), 200 mL methanol and 3.0 mL concentrated hydrochloric acid are placed, stirred at room temperature for 3 hours while pressurizing with hydrogen to 3 atm. The reaction solution was filtered through Celite and the filtrate was concentrated to dryness. This was washed with methanol to give 2.41 g of 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2PICA) hydrochloride (93% yield). This 2-aminomethyl-3,4-dimethylpyridine hydrochloride was treated with an aqueous solution of potassium carbonate to give 2-aminomethyl-3,4-dimethylpyridine (3,4-Me2PICA) quantitatively.
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