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

Participants

Reaction Steps

4-(1-Azetidinyl)-2-ethyl-5-fluoro-6-hydrazinopyrimidine (88 mg, 0.42 mmol), (2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoic acid (140 mg, 0.46 mmol), and HOAt (56 mg, 0.42 mmol) were dissolved in 3 mL of DMF. Then, NMM (71 μL, 0.65 mmol) was added, followed by EDC (75 mg, 0.40 mmol). After stirring overnight at room temperature, the reaction mixture was purified by RP-HPLC to provide [(2R)-3-{2-[6-(1-azetidinyl)-2-ethyl-5-fluoro-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide (160 mg, 76%). LCMS: (M+H)+: 499.4.

Provenance & Evidence