Hydrochloric Acid → HCID 178446089, compound

Participants

Reaction Steps

To a solution of 185 mg of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid in 3 ml of dry DMF 84 mg of HOAT, 151 mg of EDC and 0.47 ml of DIPEA were added at 0° C. After 15 min 133 mg of (S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butylamine-hydrochloride were added and the reaction was stirred at it for 20 h. The reaction was then poured into water and the pH was adjusted to 3 by the addition of 2 M aqueous hydrochloric acid. The reaction was extracted with ethyl acetate three times. The combined organic phases were washed with 2 M aqueous hydrochloric acid, saturated sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. After purification by HPLC 64 mg (22%) of 1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butyl]-amide were obtained.

Provenance & Evidence