1,2-Dichloroethane → HCID 56927671, compound

Participants

Reaction Steps

The following was added sequentially to DCM (8 mL): 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (180 mg, 0.454 mmol), DIPEA (0.317 mL, 1.814 mmol), EDC (96 mg, 0.499 mmol), HOBT (76 mg, 0.499 mmol), and crude (2,3-dihydro-1H-inden-2-yl)methanamine (˜105 mg, 0.713 mmol). The mixture was stirred for 18 h at rt, at which time the solution diluted with a 1:1 solution of ethyl acetate:diethyl ether and washed with 1M HCl (1×), 10% aq. sodium carbonate (1×). The organic phase was dried with magnesium sulfate and concentrated in vacuo. Purification was accomplished via silica gel flash chromatography (60 g silica, 50% EtOAc/Hexanes), followed by EtOAc/hexane trituration to give the title compound as a white powder. (Yield: 137 mg, 0.260 mmol, 57%) 1H NMR (400 MHz, CDCl3) 7.66, 7.36-7.14, 7.04, 6.65, 5.55-5.40, 4.35, 3.39, 3.15-3.03, 2.88, 2.71-2.65, 2.31-2.19, 1.74, 1.49

Provenance & Evidence