Dicyclohexylcarbodiimide → N-(3-((3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)(ethyl)amino)-3-oxopropyl)-2,2-difluoro-1-methylcyclopropanecarboxamide

Participants

Reaction Steps

A solution of 3-amino-N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethylpropanamide (0.074 mg, 0.25 mmol), DMAP (0.047 mg, 0.38 mmol), 2,2-difluoro-1-methylcyclopropanecarboxylic acid (0.052 mg, 0.38 mmol) in dry CH2Cl2 (1.69 mL) was cooled to a temperature of about 0° C. under N2. DCC (0.13 g, 0.61 mmol) was added, and the reaction was slowly warmed up to room temperature under N2, then stirred at room temperature overnight. The reaction mixture was filtered using additional CH2Cl2 (0.5 mL) to remove solids and concentrated under reduced pressure. The product was purified by silica gel chromatography eluting with 0%-10% MeOH/CH2Cl2 to afford the title compound F113 as a yellow viscous oil (0.029 g, 26% over 2 steps from compound C2).

Provenance & Evidence