1,2-Dichloroethane → [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-6-[(7S)-7-hydroxy-5-azaspiro[2.4]hept-5-yl]-2-methyl-4-pyrimidinyl}hydrazino)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide

Participants

Reaction Steps

5-(2-Chloro-5-fluoro-6-hydrazino-4-pyrimidinyl)-5-azaspiro[2.4]heptan-7-ol (167 mg 0.610 mmol), (2R)-3-cyclopentyl-2-{[formyl(tetrahydro-2H-pyran-2-yloxy)amino]methyl}propanoic acid (217 mg, 0.508 mmol), and HOAt (83 mg, 0.610 mmol) were dissolved in 5 mL of DMF. NMM (0.167 mL, 1.525 mmol) was added, followed by EDC (117 mg, 0.6101 mmol). After stirring overnight at room temperature, the reaction mixture was purified by RP-HPLC to provide [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-6-[(7S)-7-hydroxy-5-azaspiro[2.4]hept-5-yl]-2-methyl-4-pyrimidinyl}hydrazino)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide (223 mg, 79%). LCMS: (M+H)+: 555.3.

Provenance & Evidence