Hydrogen Bromide → HCID 178422731, compound

Participants

Reaction Steps

2-Amino-5-(2-methoxypyrid-5-yl)-3-methylbenzaldehyde (0.92g) was added to a stirred solution of hydrobromic acid (3 cm3 of a 60% w/w aqueous solution) in absolute ethanol (100 cm3) under nitrogen and the mixture was heated under reflux for 2 hours. The cooled solution was evaporated in vacuo, and the residue partitioned between 10% sodium carbonate solution (30 cm3) and dichloromethane (50 cm3). The organic phase was dried (MgSO4) and evaporated in vacuo to give a solid residue which was chromatographed in silica (Merck "MK 60.9385" [Trade Mark]) eluting with dichloromethane:methanol, 10:1. Combination and evaporation of appropriate fractions followed by recrystallisation from ethyl acetate afforded the title compound, m.p. 231°-234° (0.26 g).

Provenance & Evidence