Hydrochloric Acid → HCID 90038088, compound

Participants

Reaction Steps

6-Amino-5-iodo-2-methylnicotinonitrile (3.70 g, 14.2 mmol) were initially charged in THF (45 ml), and 42.8 ml (42.8 mmol) of a 1 molar borane-THF complex solution in THF were added dropwise. The mixture was heated at reflux temperature for 3 hours and cooled, and 5 ml of a 2N HCl solution were cautiously added dropwise. The reaction mixture was heated under reflux for another hour and then allowed to cool for 15 hours while standing. The solvent was removed under reduced pressure and the residue was taken up in saturated sodium bicarbonate solution, which was subsequently extracted repeatedly with ethyl acetate. After drying over magnesium sulphate, the solvent was removed under reduced pressure, giving 2.50 g (60.0% of theory) of 5-(aminomethyl)-3-iodo-6-methylpyridine-2-amine, which was directly reacted further. HPLC-MS: log P=0.73; mass (m/z): 264.0

Provenance & Evidence