Iodine chloride → 2-Chloro-5-iodopyridin-4-amine

Iodine monochloride (0.758 g, 4.67 mmol) was added to a solution of 2-chloro-4-amino pyridine (0.500 g, 3.89 mmol) and potassium acetate (0.763 g, 7.78 mmol) in acetic acid (30 mL). The reaction mixture was heated under reflux for 4 hr. The solvent was removed in vacuo and the residue was partitioned between aqueous sodium hydrogenocarbonate (50 mL) and ethyl acetate (50 mL). The organic phase was dried (MgSO4) and the solvent was removed in vacuo. The crude product was purified by flash silica chromatography, eluting with ethyl acetate and hexane (1/9), to give the title compound as a pink solid (0.394 g, 40%).

1. temperatureThe reaction mixture was heated
2. temperatureunder reflux for 4 hr
3. customThe solvent was removed in vacuo
4. customthe residue was partitioned between aqueous sodium hydrogenocarbonate (50 mL) and ethyl acetate (50 mL)
5. dry with materialThe organic phase was dried (MgSO4)
6. customthe solvent was removed in vacuo
7. customThe crude product was purified by flash silica chromatography
8. washeluting with ethyl acetate and hexane (1/9)

ORD-Eintrag

ord-19d502a4498c4ad4971a9645883bbac5

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08367658B2