4-Nitro-1-(oxan-2-yl)-1H-pyrazole-3-carbaldehyde → HCID 178526767, compound

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Reaction Steps

A solution of 200 mg of 4-fluoro-5-(3-piperidin-1-ylpropoxy)benzene-1,2-diamine and 181 mg of 4-nitro-1-(tetrahydropyran-2-yl)-1H-pyrazole-3-carbaldehyde in 15 mL of methanol is stirred at ambient temperature over night. The reaction medium is concentrated to dryness under vacuum in a rotary evaporator. The reaction crude is purified by flash chromatography on a 20 g silica cartridge, eluent: 100/0 to 80/20 dichloromethane/methanol. 280 mg of 5-fluoro-2-[4-nitro-1-(tetrahydropyran-2-yl)-1H-pyrazol-3-yl]-6-(3-piperidin-1-ylpropoxy)-1H-benzimidazoleare isolated in the form of a red lake. Analytical LC/MS: Tr=2.51 min, [M+H]+=472.97 DAD=36%.

Provenance & Evidence