Diisopropylethylamine → HCID 178427048, compound

Participants

Reaction Steps

A solution of 0.201 g (0.869 mmol) of 3-methyl-4-(2,5-dihydropyrrol-1-ylcarbonyl)benzoic acid, 0.335 g (1.04 mmol) of TBTU and 0.33 mL (1.9 mmol) of diisopropylethylamine in 15 mL of tetrahydrofuran is stirred for 10 minutes at ambient temperature and then 0.170 g (0.869 mmol) rac.-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine are added. The mixture is stirred for 16 hours at ambient temperature, combined with water, and extracted three times with ethyl acetate. The combined organic phases are washed once with 2M NaOH and three times with water, dried with sodium sulfate, and concentrated. Yield: 0.34 g (96% of theory); Rf value: 0.50 (silica gel; dichloromethane/ethanol=9:1); C22H21ClN4O2 (408.89); mass spectrum: (M−H)−=407/409 (chlorine isotope) and (M+H)+=409/411 (chlorine isotope).

Provenance & Evidence