1,2-Dichloroethane → HCID 66570887, compound

Participants

Reaction Steps

The following was added to DCM (6 mL): 1-(4-chlorobenzyl)-1H-indole-2-carboxylic acid (110 mg, 0.380 mmol), DIPEA (0.5 mL, 2.95 mmol), EDC (100 mg, 0.506 mmol), HOBT (80 mg, 0.506 mmol), and 1-(piperidin-4-ylmethyl)piperidine (150 mg, 0.843 mmol). The solution was stirred at rt for 15 h, at which time the solution was diluted with a 1:1 solution of ethyl acetate:diethyl ether and washed with water (1×), 10% aq. sodium carbonate (1×), and brine (1×). The organic phase was then dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified via silica gel flash chromatography (40 g silica, 10% EtOAc/hexanes) and triturated with ethyl acetate and hexanes to afford the title compound as a white powder. (Yield: 109 mg, 0.242 mmol, 70%) 1H NMR (400 MHz, CDCl3) δ 7.63, 7.35, 7.23-7.12, 7.03, 6.59, 5.46, 4.59, 4.09, 2.75, 2.34, 2.08, 1.71-1.46, 1.46-1.36

Provenance & Evidence