N-methyl-2-pyrrolidone → HCID 68623570, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 100 mg of N-{4-[5-Amino-1-(2-chloro-pyridin-4-yl)-1H-[1,2,4]triazol-3-ylamino]-phenyl}-acetamide (0.291 mMol, 1 equiv) in 5 mL of NMP was added 100 mg of cis-2,6-dimethylpiperazine (0.877 mMol, 3.0 equiv). The stirred solution was heated to 250° C. via microwave irradiation for 15 min. The reaction mixture was concentrated under vacuum by pouring and then redissolved in 5 mL of CH2Cl2 and 5 mL of DMF. To the stirred solution was added sequentially 1 mL of Hunig's base and 100 μL of acetic anhydridide. After 3 hr at 25° C., the reaction mixture was concentrated to a dark oil and purified by flash chromatography (EtOAc), yielding 15 mg of N-(4-{1-[2-(4-Acetyl-3,5-dimethyl-piperazin-1-yl)-pyridin-4-yl]-5-amino-1H-[1,2,4]triazol-3-ylamino}-phenyl)-acetamide (0.0323 mMol, 11% yield) as a yellow solid.

Provenance & Evidence