3-(4-Methylpiperazin-1-yl)aniline

Uses

3-(4-methylpiperazin-1-yl)aniline is an amine derivative used in organic and pharmaceutical synthesis.

Chemical Properties

Yellow solid

Synthesis

Step - (ii): Synthesis of 3-(4-methylpiperazin-1-yl)aniline: A methanolic solution of 1-methyl-4-(3-nitrophenyl)piperazine (15 g, 78.5 mmol) was mixed with a methanolic solution of 10% Pd/C (3 g) under stirring. The reaction was carried out under inert atmosphere with slow stirring and under hydrogen atmosphere for 4 hours at room temperature. After completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad. The filtrate was concentrated to afford the target product 3-(4-methylpiperazin-1-yl)aniline (11 g, 87%) as a light yellow solid. Mass spectrum (electrospray ionization) m/z: 192 (M + 1).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5221 - 5224
[2] Patent: WO2007/18941, 2007, A2. Location in patent: Page/Page column 96-97
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 5099 - 5119
[4] RSC Advances, 2018, vol. 8, # 22, p. 11871 - 11885
[5] Patent: WO2014/125410, 2014, A1. Location in patent: Page/Page column 39; 40