Diisopropylethylamine → HCID 58188039, compound

Participants

Reaction Steps

To a mixture of 4′-bromo-5-(pyrrolidine-1-carbonyl)-biphenyl-3-carboxylic acid (1.65 g, 4.41 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (1.7 g, 8.8 mmol), 1-hydroxybenzotriazole hydrate (0.20 g, 1.3 mmol), and CH2Cl2 (50 mL) were added (6-methylpyridin-3-yl)methanamine (0.81 g, 6.6 mmol) and N,N-diisopropylethylamine (1.5 mL, 8.8 mmol). The mixture was stirred at room temperature overnight and then washed with water, dried (Na2SO4), and concentrated. The residue was purified by silica gel column (0-15% MeOH/CH2Cl2) and analytical sample was purified by preparative HPLC (100×20.2 mm, C18 column; 30-80% CH3CN-water[10 mM Et2NH]) to afford a white foam.

Provenance & Evidence