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-ad777ad9acad4e6dafce098ba15dd41b

Source dataset

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08623889B2