Diisopropylethylamine → HCID 49832424, compound

Participants

Reaction Steps

To a solution of 1-{[(R)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-5-(4-trifluoromethoxy-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid (130 mg, 0.22 mmol) and 1-[5-(1-methyl-1H-pyrazol-4-yl)-pyrimidin-2-yl]-cyclopropylamine hydrochloride (75 mg, 0.26 mmol) in DMF (1 mL) was added diisopropylethylamine (0.15 mL, 0.87 mmol) and HATU (990 mg, 0.24). After 1 h, the reaction mixture was purified by reversed phase MPLC (C18, 30 g, Mobile phase: CH3CN (0.1% TFA), water (0.1% TFA), Gradient: 70% water to 10% water). The pure fractions were combined and concentrated in-vacuo to remove most of the CH3CN and then partitioned between 50 mL of CH2Cl2, 20 mL of water, and 10 mL of saturated aqueous NaHCO3 solution. The organic phase was washed with brine, dried over Na2SO4, filtered, and concentrated to afford 146 mg of the title compound as a white foam, m/z=798.8.

Provenance & Evidence