Imidazole → 5-[3-(tert-Butyldimethylsilanyloxymethyl)phenyl]pyridin-2-ylamine

Participants

Reaction Steps

4.99 g of [3-(6-aminopyridin-3-yl)phenyl]methanol are placed in a round-bottomed flask and dissolved in 240 ml of tetrahydrofuran. 2.2 g of 1H-imidazole are added thereto, followed by 4.51 g of tert-butylchlorodimethylsilane, and the mixture is left to stir at ambient temperature for 48 hours. The reaction mixture is then hydrolyzed with water and the organic phase, extracted with ethyl acetate, is separated, dried over magnesium sulphate and concentrated under reduced pressure. The residue obtained is purified by silica gel chromatography, elution being carried out with a heptane/ethyl acetate mixture. 7.0 g of compound are obtained.

Provenance & Evidence