Synthesis
Step 3A-2: Synthesis of 4-[(4-methyl-1-piperazinyl)carbonyl]aniline. Pd/C catalyst (150 mg) was added to a methanol solution containing (4-methylpiperazin-1-yl)(4-nitrophenyl)methanone (440 mg, 1.7670 mmol) and the reaction was stirred for 2 h under hydrogen atmosphere. The progress of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent: 10% methanol/chloroform). After completion of the reaction, the mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated to give 380 mg (98% yield) of 4-[(4-methyl-1-piperazinyl)carbonyl]aniline.
References
[1] Patent: WO2012/59932, 2012, A1. Location in patent: Page/Page column 121
[2] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1615 - 1620
[3] Patent: WO2012/58671, 2012, A1. Location in patent: Page/Page column 80
[4] Patent: WO2004/26829, 2004, A2. Location in patent: Page/Page column 96
[5] Chemistry - An Asian Journal, 2017, vol. 12, # 7, p. 785 - 791