Nitrogen → HCID 90019740, compound

Participants

Reaction Conditions

Reaction Steps

Equip a 3 neck flask (22 L) with a thermocouple, condenser, overhead stirrer, N2 inlet, and heating mantle. To the flask, charge 6-chloro-N-[(1R)-6-fluoro-2,3-dihydro-1H-inden-1-yl]-3-nitropyridin-2-amine (600 g, 1.95 mol), 5-methyl-1H-pyrazol-3-amine (208.31 g, 2.14 mol), dimethylsulfoxide (6.0 L), and diisopropylethylamine (680.11 mL, 3.90 moles). Stir the solution at 70° C. for 20 hours. Cool the mixture to ambient temperature and dilute it with MeOH (6.0 L). Add de-ionized water (2.1 L) to the solution over one hour to give in an orange suspension. Stir the suspension for one hour, and then filter through polypropylene. Wash the filter cake with de-ionized water (12 L), transfer the solid to a tared dish and vacuum-dry (50° C.) to constant weight to provide the title compound (647 g, 90%). MS (m/z): 369 (M+1).

Provenance & Evidence