Diethylcarbamoyl chloride → HCID 178464307, compound

Participants

Reaction Conditions

Reaction Steps

130 mg of 3-[5-fluoro-6-(3-piperidin-1-ylpropoxy)-1H-benzimidazol-2-yl]-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-ylamine are solubilized in 10 mL of tetrahydrofuran and then 372 μl of diethylcarbamoyl chloride and 487 μL of N,N-diisopropylethylamine are added. The reaction medium is heated at 50° C. over night. The solvent is evaporated off under vacuum in a rotary evaporator and the reaction crude is purified by flash chromatography on a 4 g silica cartridge, eluent: 100/0 to 80/20 dichloromethane/methanol. 70 mg of 1,1-diethyl-3-[3-[5-fluoro-6-(3-piperidin-1-ylpropoxy)-1H-benzimidazol-2-yl]-1-(tetrahydropyran-2-yl)-1H-pyrazol-4-yl]urea are isolated in the form of a chestnut-brown oil. Analytical LC/MS: Tr=2.91 min, [M+H]+=542.00 DAD=95%.

Provenance & Evidence