Pyrrolidine → 6-[5-(4-Chlorophenyl)pyridin-2-ylethynyl]-4-methyl-2-pyrrolidin-1-ylquinoline

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Reaction Steps

77 μL (0.925 mmol) of pyrrolidine is added to a solution of 90 mg (0.231 mmol) of 2-chloro-6-[5-(4-chlorophenyl)pyridin-2-ylethynyl]-4-methylquinoline in 5 mL of 1,4-dioxane and the reaction mixture is refluxed overnight. It is evaporated down in vacuo, and the residue is taken up in DMF and purified by HPLC-MS. The fractions containing the product are combined, evaporated down, and freeze-dried. The product is dissolved in DCM, evaporated down, and the residue is triturated with a little EtOAc, filtered, washed again with a little EtOAc, and dried at 50° C. in the circulating air dryer. Yield: 39 mg (39% of theoretical); C27H22ClN3 (M=423.936); calc.: molpeak (M+H)+: 424/426 (Cl); found: molpeak (M+H)+: 424/426 (Cl); HPLC-MS: 5.8 min (method A).

Provenance & Evidence