1-Hydroxybenzotriazole → HCID 57385298, compound

Participants

Reaction Steps

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (97 mg, 0.504 mmol), and 1H-benzo[d][1,2,3]triazol-1-ol (68.1 mg, 0.504 mmol) were dissolved 2.0 mL of DCM. The reaction was stirred at room temperature for ten minutes before N-ethyl-N-isopropylpropan-2-amine (0.088 mL, 0.504 mmol) and aniline, HCl (65.3 mg, 0.504 mmol) as a 1.0 mL DCM solution was added. The reaction was allowed to stir at room temperature overnight. The reaction was diluted with water and ethyl acetate. The organic phase was washed with water, saturated sodium bicarbonate (twice), and saturated sodium chloride. The organic phase was dried over magnesium sulfate, filtered and concentrated. The crude material was recrystallized with ether and ethyl acetate and filtered to obtain white solid as a product. (Yield: 77 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 9.89, 7.66-7.52, 7.37-7.18, 7.13-7.07, 7.02, 6.75, 5.51, 4.44, 4.03, 2.95, 2.64-2.55, 1.79, 1.47

Provenance & Evidence