2-amino-5-iodo-3-pyridinylamine synthesis

Yield:426463-01-6 97%

Reaction Conditions:

with hydrogenchloride;iron in ethanol;water at 100;

Steps:

49.a Synthesis of 5-iodopyridin-2,3-diamine

5-Iodo-3-nitropyridin-2-amine (2000.0 mg, 7.55 mmol), Fe (4800.0 mg, 85.90 mmol) and conc. HCl (0.1 mL) were added to a mixture of EtOH (7.0 mL) and water (2.0 mL), and the suspension was stirred at 100° C. for 30. The reaction mixture was cooled to room temperature, filtered through celite and then distilled under reduced pressure. The residue was purified by column chromatography (MeOH:DCM=1:40) on silica. The fractions containing the product were collected and evaporated to obtain brown solid compound of 5-iodopyridin-2,3-diamine (1710.0 mg, 97%). [0743] LCMS ESI(+): 236 (M+1) [0744] ¹H-NMR (300 MHz, DMSO-d₆); δ: 7.37 (d, 1H, J=2.1 Hz), 6.91 (d, 1H, J=2.1 Hz), 5.59 (s, 2H), 4.91 (s, 2H)

References:

US2014/315888,2014,A1 Location in patent:Paragraph 0742-0744