(5-Nitro-pyrazin-2-yl)-(2-triethylsilanyloxy-ethyl)-amine → N-(2-triethylsilanyloxy-ethyl)-pyrazine-2,5-diamine

Participants

Reaction Steps

A solution of (5-nitro-pyrazin-2-yl)-(2-triethylsilanyloxy-ethyl)-amine (530 mg, 1.78 mmol) in ethyl acetate (25 mL) was treated with 10% palladium on activated carbon (60 mg). The reaction mixture was then placed on a Parr shaker under a hydrogen atomsphere of 50 psi for 4 h. The catalyst was then filtered off through a pad of celite, and the celite pad was then washed well with ethyl acetate. The filtrate was then concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, ethyl acetate) afforded N-(2-triethylsilanyloxy-ethyl)-pyrazine-2,5-diamine (459 mg, 96%) as an orange-brown solid: (ES)+-HRMS m/e calcd for C12H24N4O2Si (M+H)+ 269.1792, found 269.1794.

Provenance & Evidence