1,2-Dichloroethane → HCID 66571629, compound

Participants

Reaction Steps

The following was added sequentially to DCM (5 mL): 1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (109 mg, 0.275 mmol), DIPEA (0.144 mL, 0.825 mmol), EDC (63 mg, 0.330 mmol), HOBT (51 mg, 0.330 mmol), and crude 2-(1-aminoethyl)indane (˜44 mg, 0.275 mmol). The mixture was stirred for 16 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×) and brine (1×). The organic phase was dried with magnesium sulfate and concentrated in vacuo. The resulting residue was dissolved in EtOAc and precipitated out hexanes, and then collected over a filter and washed with diethyl ether to give the title compound as a white solid. (Yield: 59 mg, 0.109 mmol, 40%) 1H NMR (400 MHz, CDCl3) 7.64, 7.31, 7.27-7.09, 7.02, 6.63, 5.45, 5.24, 4.33, 4.17, 3.00, 2.90-2.58, 2.49, 2.29-2.11, 1.83-1.34, 1.18

Provenance & Evidence