1,2-Dichloroethane → [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide

Participants

Reaction Steps

5-Fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4(1H)-pyrimidinone hydrazone (0.0954 g, 0.3846 mmol) and (2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoic acid (0.141 g, 0.4622 mmol) were dissolved in DMF (3 mL). NMM (0.13 mL, 1.1824 mmol) was added, followed by HOAt (0.063 g, 0.4632 mmol) and EDC (0.088 g, 0.459 mmol). After stirring overnight the reaction mixture was purified by RP-HPLC to provide [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide as a white solid (0.0999 g, 48%). LCMS: (M+H)+=536.3.

Provenance & Evidence