Potassium Carbonate → (3,4-Dimethylpyridin-2-YL)methylamine
Reaction equation
Cl.[NH2:2][CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([CH3:11])[CH:7]=[CH:6][N:5]=1.C(=O)([O-])[O-].[K+].[K+]>>[NH2:2][CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([CH3:11])[CH:7]=[CH:6][N:5]=1Participants
3
Procedure
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.
Sources & evidence
- ORD record
- ord-3c8a8b703b6042c7854a9f8c66ea7c20
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174906B2
Reaction notes
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