HCID 10074262, compound → 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(3-dimethylamino-propyl)-pyrazin-2-yl]-propionamide

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Reaction Steps

A solution of 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(3-dimethylamino-prop-1-ynyl)-pyrazin-2-yl]-propionamide (prepared as in Example 11, 190 mg, 0.389 mmol) in methanol (20 ml) was treated with 10% palladium on activated carbon (65 mg). The resulting reaction mixture was stirred under a positive pressure of hydrogen gas (balloon) overnight. At this time, the catalyst was removed by filtration through a pad of celite, and the filtrate was concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230–400 mesh, 1/1 methylene chloride/methanol) afforded the 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(3-dimethylamino-propyl)-pyrazin-2-yl]-propionamide (120 mg, 63%) as a solid: (ES)+-HRMS m/e calcd for C24H33ClN4O3S (M+H)+ 493.2035, found 493.2041.

Provenance & Evidence