22715-27-1

Synthesis of I-5: To a 1L round bottom flask was added 5-nitropyrimidin-2-amine (30 g, 214.13 mmol, 1.00 eq.), methanol (400 mL) and palladium carbon (12 g). The reaction mixture was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to afford pyrimidine-2,5-diamine (20 g, 85% yield) as a light brown solid.

[1] Patent: US7235559, 2007, B1
[2] Patent: US2014/275119, 2014, A1. Location in patent: Paragraph 0416
[3] Journal of the American Chemical Society, 1942, vol. 64, p. 2340
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1681 - 1694
[5] Patent: WO2010/111483, 2010, A1. Location in patent: Page/Page column 90