4-Aminobenzoic Acid → 4-(4-(1-(2-cyano-1-cyclopentylethyl)-1H-pyrazol-4-yl)pyrimidin-2-ylamino)benzoic Acid

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Reaction Steps

A mixture of 3-(4-(2-chloropyrimidin-4-yl)-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile (500.0 mg, 0.001657 mol), p-aminobenzoic acid (341 mg, 0.00248 mol), and p-toluenesulfonic acid (240 mg, 0.0014 mol) in dry 1,4-dioxane (10 mL) was refluxed overnight. The mixture was cooled to room temperature. The resulting solid was filtered, washed with dioxane, and air dried to yield the desired product as a racemic mixture (460 mg, 69%). LCMS (M+H) 403.1.

Provenance & Evidence