Diisopropylethylamine → HCID 178521459, compound

Participants

Reaction Steps

2-[Trans-4-(4-trifluoromethylsulfanyl-phenylamino)-cyclohexyloxy]-acetic acid (18 mg, 0.05 mmol, prepared in accordance with Example 30) and 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (19 mg, 0.05 mmol) were dissolved in dry tetrahydrofuran (2 mL) and stirred at room temperature for 10 min. 1-(4-Trifluormethyl-phenyl)-piperazine (12 mg, 0.05 mmol) and diisopropylethylamine (18 μL, 0.10 mmol) were then added, and the solution was stirred at room temperature for 1.5 hr. Aluminium oxide was then added (1 spatula). Afterward, the mixture was diluted with diethylether (10 mL) and filtered. The filtrate was concentrated under vacuum. The crude product was purified by preparative HPLC. Following lyophilization of the fractions of interest, the desired product was isolated as a solid (16 mg, 57% yield). The structure was confirmed using Protocol I-B. Calculated mass=562; observed mass=562; HPLC retention time=6.03 min.

Provenance & Evidence