Trimethylsilyl iodide → HCID 59829700, compound

Participants

Reaction Steps

N-{2-(8-Benzyloxy-5-chloro-quinolin-7-yl)-1-[3-(5-methyl-thiophen-2-yl)-phenyl]-ethyl}-2-(4-chloro-phenoxy)-2-methyl-propionamide was prepared from 2-[8-(benzyloxy)-5-chloroquinolin-7-yl]-1-[3-(5-methyl-2-thienyl)phenyl]ethanamine (0.409 mmol) and 2-(4-chlorophenoxy)-2-methylpropanoyl chloride (0.450 mmol, 1.1 eq.) according to the general procedure described above (Alternate General Procedure for N-Acylations). Ethyl acetate was used in place of dichloromethane in the workup procedure. Crude product obtained was a tan solid that was subjected to the conditions described above for TMSI-mediated O-benzyl deprotection. Crude product from the deprotection was a brown solid that was purified by column chromatography using 5% methanol/dichloromethane to give the title compound as a white solid (0.270 mmol, 66% for 2 steps). MS (ESI) m/z 591.4.

Provenance & Evidence