Diisopropylethylamine → HCID 67155371, compound

Participants

Reaction Conditions

Reaction Steps

1-{(S)-3-[(5-Chloro-thiophene-2-carbonyl)-amino]-2-[2-difluoromethoxy-3-(2-oxo-piperidin-1-yl)-benzenesulfonylamino]-propionyl}-piperidine-4-carboxylic acid (69 mg, 0.104 mmol) from Example 10 in DMF (1 ml) and DIPEA (91 μl, 0.52 mmol) was treated with TBTU (35 mg, 0.109 mmol) and HOAT (3 mg, 0.021 mmol) and stirred for 2 min before N-hydroxy-acetamidine (9 mg, 0.115 mmol) was added. Stirring was continued for 1.25 h at RT. After that the reaction mixture was heated at 110° C. for 2 h. The mixture was purified by prep. HPLC. Yield after lyophilization: 44 mg, 60%, colorless, amorphous solid. MS (ES+): m/e=701.2/703.2, chloro pattern.

Provenance & Evidence