1,2-Dichloroethane → HCID 54474227, compound

Participants

Reaction Steps

1 -(t-Butyloxycarbonyl)-piperidine-2(S)-carboxylic acid (0.245 g, 1.07 mmol), 3-(4-cyanobenzyl) histamine dihydrochloride(0.320 g, 1.07 mmol), HOBT (0.137 g, 1.02 mmol), EDC (0.215 g, 1.12 mmol), Et3N (0.374 mL, 2.68 mmol) were dissolved in DMF (3 mL). The solution was stirred for 6 hr, then partitioned between EtOAc (20 mL) and satd NaHCO3 solution (20 mL). The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated to dryness to give the title compound. 1H NMR (CDCl3); δ7.64 (d, 2H, J=9 Hz), 7.51 (s, 1H), 7.15 (d, 2H, J =9 Hz), 6.91 (s, 1H), 6.27 (br s, 1H), 5.23 (s, 2H), 4.66-4.73 (m, 1H), 3.95-4.16 (m, 1H), 3.41 q, 2H, J=6 Hz), 2.52-2.70 (m, 3H), 2.22-2.30 (m, 1H), 1.46 (s, 9H), 1.33-1.70 (m, 5H).

Provenance & Evidence