Ammonium Chloride → 4-{4-[5-(4-tert-Butylphenyl)-4-methyl-4H-[1,2,4]-triazol-3-ylsulfanyl]-2-heptyloxybenzyl amino}phenylacetamide

Participants

Reaction Steps

152 mg (1.12 mmol, 1.5 eq) of benzotriazol-1-ol, 497 mg (1.12 mmol, 1.5 eq) of benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 780 μl (4.50 mmol, 4 eq) of diisopropylethylamine and finally 80 mg (1.50 mmol, 2 eq) of ammonium chloride are added to a solution of 450 mg (0.75 mmol, 1 eq) of (4-{4-[5-(4-tert-butylphenyl)-4-methyl-4H-[1,2,4]-triazol-3-ylsulfanyl]-2-heptyloxybenzyl amino}phenyl)acetic acid in 6 ml of dimethylformamide. The reaction mixture is stirred at room temperature for 24 hours, and then supplemented with a small amount of water. The precipitate obtained is filtered, dried and chromatographed on a silica gel cartridge (heptane/ethyl acetate 30/70). 298 mg (66%) of the expected compound are obtained.

Provenance & Evidence