Hydrochloric Acid → HCID 25001112, compound

Participants

Reaction Steps

BMS (400 μL) was added to a solution of 6-(benzylamino)-N-(5-fluoropyridin-2-yl)nicotinamide 4 in THF (20 mL). The reaction mixture was refluxed for 16 hrs. Then the reaction mixture was cooled to RT. MeOH (2 mL), followed by conc. HCl were added. The reaction mixture was refluxed for 8 hrs, concentrated and diluted with water (2 mL). The pH was adjusted to 14 and the reaction mixture was extracted with chloroform (50 mL×2). All organic phases were washed with brine and dried over Na2SO4. Evaporation of the solvent gave a crude product which was purified on silica gel (1:1, EtOAc: Pet-ether) to give N-benzyl-5-((5-fluoropyridin-2-ylamino)methyl)pyridin-2-amine 5. This was treated with HCl/MeOH to give the corresponding salt (50 mg 13%) as a white solid. Mp. 166-168° C.

Provenance & Evidence