Isonicotinic Acid → HCID 59420873, compound

Participants

Reaction Steps

To a suspension of 75 mg (0.17 mmol) of 1-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-3-(4-piperazin-1-ylmethyl-phenyl)-urea dihydrochloride in methylene chloride (5 mL) is added DIEA (0.103 mL, 0.6 mmol), PS-carbodiimide (266 mg, 0.34 mmol), HOBT (23 mg, 0.17 mmol) and then isonicotinic acid (21 mg, 0.17 mmol). The reaction mixture is shaken at room temperature overnight. Next, PS-trisamine (150 mg) is added and the reaction mixture shaken at room temperature for 2 hr. The mixture is filtered and evaporated to afford a yellow oil, that is chromatographed using methylene chloride to 92:8 methylene chloride:methanol in a gradient. The title compound is collected as a white solid weighing 12 mg (0.03 mmol, 18%). ES+(m/z)=476 [M+H]).

Provenance & Evidence