1-Ethylpiperazine → ((2R)-2-(cyclopentylmethyl)-3-{2-[6-(4-ethyl-1-piperazinyl)-5-fluoro-2-(methyloxy)-4-pyrimidinyl]hydrazino}-3-oxopropyl)[(phenylmethyl)oxy]formamide

Participants

Reaction Steps

[(2R)-3-{2-[6-Chloro-5-fluoro-2-(methyloxy)-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide (0.150 g, 0.31 mmol), commercially available 1-ethylpiperazine (0.080 mL, 0.63 mmol) and diisopropylethylamine (0.054 mL, 0.31 mmol) were stirred in DMSO (2 mL) overnight at 65° C. The reaction mixture was then purified by RP-HPLC to provide ((2R)-2-(cyclopentylmethyl)-3-{2-[6-(4-ethyl-1-piperazinyl)-5-fluoro-2-(methyloxy)-4-pyrimidinyl]hydrazino}-3-oxopropyl)[(phenylmethyl)oxy]formamide as a red solid (0.145 g, 83%). LCMS: (M+H)+=558.3.

Provenance & Evidence