Hydrochloric Acid → HCID 178505516, compound

Participants

Reaction Steps

BMS (2.2 mmol, 165 μL) (400 μL) was added to a solution of 6-bromo-N-(6-bromopyridin-2-yl)nicotinamide 4 (300 mg, 0.73 mmol) in THF (20 ml). The reaction mixture was refluxed for 16 hrs. Then the reaction mixture was cooled to RT, MeOH (2 mL) was added, followed by cone. HCl. and the reaction mixture was refluxed for 8 hrs. The reaction mixture was concentrated and diluted with water (2 ml), the pH adjusted to 14 and the reaction mixture was extracted with chloroform (50 ml×2). The combined organic phases were washed with brine, dried over Na2SO4. Evaporation of the solvent gave a crude product that was purified on silica gel (1:1, EtOAc: pet-ether) to give a white solid which was treated with MeOH/HCl to give N2-((6-(benzylamino)pyridin-3-yl)methyl)pyridine-2,6-diamine 5, hydrochloride salt (50 mg, 49%) as a white solid. Mp. 261-262° C.

Provenance & Evidence