Pyrazole → HCID 89545001, compound

Participants

Reaction Steps

To Pyrazole (0.016 g, 0.23 mmol) in DMF (2 ml) added sodium hydride (60%) (0.01 g, 0.25 mmol) then stirred at ambient for 15 minutes. {(R)-1-[4-Chloro-3-(6-chloro-pyridine-3-carbonyl)-2-fluoro-phenyl]-propyl}-carbamic acid tert-butyl ester [from Example 1, step 1] (0.1 g, 0.23 mmol) in DMF (2 ml) added dropwise, stirred at ambient for 1 hour, reaction quenched using water and extracted with EtOAc. The organic extract was dried (Na2SO4), filtered and concentrated, MS: [M+H] 459. Residue treated with saturated HCl/EtOAc stirred at ambient for 1 hour. Mixture was concentrated, solid triturated with EtOAc, filtered and washed with EtOAC to give (1R)-1-(4-chloro-2-fluoro-3-{[6-(1H-pyrazol-1-yl)pyridin-3-yl]carbonyl}phenyl)propan-1-amine (0.06 g).

Provenance & Evidence