Hydrochloric Acid → N3-[4-[(4-Amino-2-fluorophenyl)methyl]-2-pyridinyl]-N1,N1-dimethyl-1,3-propanediamine

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Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-((2-(3-(dimethylamino)propylamino)pyridine-4-yl)(hydroxy)methyl)-3-fluorophenylcarbamate (80 mg, 0.19 mmol) in MeOH (5.0 mL) was added 2 mL of conc. HCl and palladium on charcoal (10%, 200 mg). The suspension was heated at 75° C. under H2 atmosphere for 24 h. The mixture was cooled down, filtered and concentrated in vacuo. The residue was dissolved in 1 mL of conc. NH4OH and it was extracted with DCM (5×5 mL). The combined organic layer was dried over Na2SO4. After filtration, it was concentrated in vacuo to give 4-(4-amino-2-fluorobenzyl)-N-(3-(dimethylamino)propyl)pyridin-2-amine (31 mg, 40% yield). MS(ESI+): m/z 303.31 (M+H)+.

Provenance & Evidence