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1、A round bottom flask was charged with 0.3 g (2.46 mM) of 3-cyano-2-fluoropyridine (19), which was then diluted in 20 mL EtOH. The solution was flushed with argon, and then while under a blanket of argon, 60 mg of 10% Pd/C (20% by weight), was added. The system was then sealed by septum and put under
2、 vacuum. A hydrogen balloon was then added, and the reaction was stirred for three hours (followed by TLC). The reaction was then put under vacuum again, then exposed to air, and filtered (keeping catalyst wet). The resulting solution was dried and evaporated to give 0.28 g (90%) of the title compou
3、nd, 3-aminomethyl-2-fluoropyridine (20). Synthesis of 3-Aminomethyl-6-methoxypyridine (21), 3-Aminomethyl-6-methylpyridine (22), and 3-Aminomethylquinoline (23) The title amines were obtained from the corresponding nitrites using the same procedure that was used to obtain 3-aminomethyl-2-fluoropyridine (20) from 3-cyano-2-fluoropyridine (see Example 9). 3-Aminomethyl-6-methoxypyridine (21)