Piperazine → HCID 89825954, compound

Participants

Reaction Conditions

Reaction Steps

3-Bromo-2-methyl-pyridine 1-oxide (a total of 388 mg, 2.06 mmol), sodium tert-butoxide (a total of 392 mg, 4.08 mmol), piperazine (a total of 651 mg, 7.56 mmol) and RuPhos (a total of 58 mg, 0.12 mmol) were divided in three batches and dissolved in anhydrous dioxane (total volume of 15 ml), and purged with argon for 5 minutes. A total of Pd2(DBA)3 (60 mg, 0.064 mmol) was added and each batch was heated in a closed vial for 22 hours at 90° C. The combined reaction mixtures were filtered through kieselguhr and concentrated under reduced pressure to give a brown oil that was purified by column chromatography (silica, gradient from 0 to 10% of methanol containing 7N ammonia in DCM) to give 170 mg (0.88 mmol, yield 43%) MS (multi-mode) m/z=194.1 [M+1]+.

Provenance & Evidence