1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (1-(4-chlorobenzyl)-1H-indol-2-yl)(4-(4-(pyridin-3-ylmethyl)piperazine-1-carbonyl)piperidin-1-yl)methanone

참여 물질

반응 단계

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), 1-hydroxybenzotriazole (68.1 mg, 0.504 mmol) and EDCI (97 mg, 0.504 mmol) were dissolved in DCM (Volume: 4.0 ml). The suspension was stirred at room temperature for 10 minutes where it turned clear. Hunig'sBase (0.088 ml, 0.504 mmol) and 1-(pyridin-3-ylmethyl)piperazine (100 mg, 0.564 mmol) were added. The reaction was stirred at room temperature overnight. It was diluted with water and ethyl acetate. The water layer was washed with another portion of ethyl acetate. The combined organic layer was washed with saturated sodium bicarbonate and saturated sodium chloride. The organic layer was dried over magnesium sulfate, filtered, and concentrated. The dark brown oil crude material was purified using 5% Methanolic ammonia/DCM resulting in a white solid as a product. (Yield: 105 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 8.51-8.45, 7.74-7.68, 7.62, 7.53, 7.39-7.30, 7.24-7.18, 7.13-7.07, 6.73, 5.49, 4.58-3.85, 3.55-3.42, 3.13-2.80, 2.40-2.27, 1.60, 1.36

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