5-broMo-4-Methyl-2-(Methyloxy)-3-pyridinaMine synthesis

Yield:1366131-38-5 87%

Reaction Conditions:

with iron;ammonium chloride in ethanol;water; for 2 h;Reflux;

Steps:

118.B

A mixture of 5-bromo-4-methyl-2-(methyloxy)-3-nitropyridine (1.00 g, 4.05 mmol) and ammonium chloride (0.909 g, 17 mmol) in EtOH (3.5 mL) and water (3.5 mL) was stirred as iron (0.949 g, 17 mmol) was added. The mixture was heated to reflux for about 2 hours. The mixture was allowed to cool to room temperature then filtered through Celite. The filtrate was concentrated to yield a light brown solid, The solid was slurried in water and filtered to yield 5- bromo-4-methyl-2-(methyloxy)-3-pyridinamine (761 mg, 87%) as a light brown solid. ¹H NMR (400 MHz, DMSO-d₆) δ ppm 7.50 (s, 1 H) 5.07 (s, 2 H) 3.84 (s, 3 H) 2.17 (s, 3 H).

References:

WO2012/37108,2012,A1 Location in patent:Page/Page column 179