Hydrochloric Acid → HCID 66896303, compound

Participants

Reaction Steps

To a CH2Cl2 solution (0.09 M) of trans-1,1-dimethylethyl 3-({cyclopropyl[(2,3-dichloro-5-{[2-(methoxy)ethyl]amino}phenyl)methyl]amino}carbonyl)-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-1-piperidinecarboxylate (1 eq.) from the previous step was added HCl (4.0 M dioxane solution, 30 eq.). The resulting solution was stirred at RT for 4 h. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 95:5 (v/v) CH2Cl2:2.0 M NH3 in MeOH. Elution with the same solvent system furnished the desired compound but still contaminated with impurities. Further purification using preparatory HPLC-MS (C-18 reverse phase column, 15 mL/min, 95:5 (v/v) H2O:CH3CN→5:95 (v/v) H2O:CH3CN) afforded the title compound as a white solid. MS (ESI+, M+H): 508.

Provenance & Evidence