Hydrochloric Acid → HCID 86714383, compound

Participants

Reaction Steps

To a solution of 100 mg of (S)-2-{[1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid in 1 ml of dry DMF 12 mg of HOAT, 41 mg of EDC and 0.13 ml of DIPEA were added at 0° C. After 15 min 30 mg of glycine tert.-butylester-hydrochloride and 0.03 ml of DIPEA were added and the reaction was stirred at it for 16 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 saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. The crude product was purified by HPLC to yield 32 mg (32%) of ((S)-2-{[1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoylamino)-acetic acid tert.-butyl ester.

Provenance & Evidence