Synthesis
The general procedure for the synthesis of 3-Boc-aminomethylpyrrolidine from the compound (CAS:172477-98-4) is as follows:
Example 10: Preparation of N-methyl-6-{[2-({3-[(methylamino)methyl]pyrrolidin-1-yl}carbonyl)thieno[3,2-b]pyridin-7-yl]oxy}-1-naphthalenecarboxamide
A. Preparation of Intermediate 10a.
To a solution of tert-butyl (1-benzylpyrrolidin-3-yl)methylcarbamate (3.0 g, 10.33 mmol) in EtOAc (100 mL) was added Pd(OH)2/C (0.3 g). The mixture was stirred at room temperature under H2 atmosphere for 3 h. After completion of the reaction, it was filtered through diatomaceous earth. The filtrate was concentrated to give a colorless oily product (1.87 g, 90% yield), which could be used in the next reaction without further purification.
