benzyl 3-(1-methyl-1H-benzimidazol-2-yl)azetidine-1-carboxylate → 2-(azetidin-3-yl)-1-methyl-1H-1,3-benzodiazole

Participants

Reaction Steps

A solution of 1-3 (3.32 g, 10.33 mmol) in MeOH (52 mL) was subjected to 2 cycles of the evacuation/backfilling with nitrogen and then treated with 10% Pd/C (1.1 g). The evacuation/backfilling with nitrogen procedure was repeated two times and then the nitrogen atmosphere was exchanged for a hydrogen atmosphere by evacuation/backfilling with a balloon of hydrogen. After stirring for 3 hours under hydrogen at ambient temperature, the reaction mixture was filtered through celite, and washed with additional MeOH (20 mL). The filtrate was concentrated to yield Intermediate 1 as brown solid (2.1 g, 100%). MS: m/z=188.2 (M+H).

Provenance & Evidence