Hydrochloric Acid → 1-(5,6-Dimethoxypyridin-2-yl)methanamine

Participants

Reaction Steps

To a solution of 2,3-dimethoxy-6-cyanopyridine (7-5, 5.1 g, 31.1 mmol) in MeOH (260 mL) was added Pearlman's Catalyst (2.18 g, 3.11 mmol) and concentrated HCl (20.0 mL, 249 mmol). The system was then stirred under an atmosphere of hydrogen via a balloon for 1.5 h. The reaction contents were filtered through a pad of celite and methanol was removed in vacuo. The crude mixture was then basified using saturated Na2CO3 and then extracted using 4:1 Chloroform:Ethanol. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to yield the desired product (7-6) as a bone semi-solid. ESI+ MS [M+H]+ C8H12N2O2: M-16 (—NH2), 152.06 found, 152.2 required.

Provenance & Evidence