Water → 5-Bromo-6-methylpyridin-3-amine

Temperature

75 °C

To a solution of 3-bromo-2-methyl-5-nitropyridine (2.3 g, 10.5 mmol) in EtOH (20 mL) was added water (40 mL), NH4Cl (2.25 g, 42 mmol) and iron powder (2.94 g, 52.5 mmol). The mixture was stirred at 75° C. for 2 hours. After the reaction mixture was cooled to room temperature, it was filtered through a celite pad. Organic solvent was removed under reduced pressure, and it was extracted with CH2Cl2 (3×30 mL). The combined organic layer was dried over Na2SO4, and solvent was removed to give an off-white solid (1.52 g, 77%).

1. temperatureAfter the reaction mixture was cooled to room temperature
2. filtrationit was filtered through a celite pad
3. customOrganic solvent was removed under reduced pressure, and it
4. extractionwas extracted with CH2Cl2 (3×30 mL)
5. dry with materialThe combined organic layer was dried over Na2SO4, and solvent
6. customwas removed

ORD record

ord-45c10cea887849a2b2b4a65cbbe0137f

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09206175B2