(S)-3-Isopropyl-2,5-piperazinedione → (S)-2-Isopropylpiperazine

Participants

Reaction Steps

To a solution of (S)-3-isopropylpiperazine-2,5-dione (100 mg, 0.6 mmol) in anhydrous THF was added lithium aluminum hydride 1M in THF (1.2 ml, 1.2 mmol). The reaction refluxed for 1 hr, cooled to room temperature, quenched with H2O, filtered, then concentrated under vacuum to yield (S)-2-isopropylpiperazine. This material was combined with 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (85.5 mg, 0.5 mmol) in triethylamine (1 ml) and isopropanol (2 ml). The reaction was heated in a microwave at 180° C. for 30 min, concentrated under vacuum, dissolved in EtOAc, washed with H2O, and concentrated under vacuum to afford (S)-4-(3-isopropylpiperazin-1-yl)-5-methyl-7H-pyrrolo[2,3-d]pyrimidine, carried on without further purification.

Provenance & Evidence