tert-Butyl N-[3-(4-methyl-2-pyridyl)prop-2-ynyl]carbamate → tert-Butyl N-[3-(4-methyl-2-pyridyl)propyl]carbamate

Participants

Reaction Steps

The residue of step A was dissolved in absolute ethanol (50 ml). The solution was flushed with argon, and a slurry of Pd/C (9.346 g, 0.325 mmol) in absolute ethanol (20 ml) was added. The resulting suspension was stirred in an athmosphere of hydrogen overnight. The reaction mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by column chromatography (silica, gradient of 1 to 5% methanol containing 7N ammonia in DCM) to yield 1.22 g (5.4 mmol, 84%, two steps). MS(ESI) m/z=251.2 [M+1]+.

Provenance & Evidence