Hydrochloric Acid → HCID 54534293, compound

Participants

Reaction Steps

Methylamine (2.0M in methanol, 1 ml) was added to a stirring mixture of 2-butoxy-6-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]pyridine-3-carboxaldehyde [Example 30] (150 mg, 0.35 mMol) and molecular sieves (3A, 1.0 g) in 50 ml methanol. After stirring for 4 hours, the mixture was cooled by an ice bath and 5 ml 5% HCl was added. The mixture was concentrated to an oil containing the molecular sieves. Water (50 ml) and 5 ml 5% NaHCO3 were added and the product was extracted into ethyl acetate (2×50 ml). The ethyl acetate extracts were combined, dried over Na2SO4, filtered and concentrated to a solid. The titled material was purified by silica gel chromatography to give a solid: m.p. (DSC) 113.98° C. Anal. Calc'd. C24H27N2O3SF: C, 65.14; H. 6.15; N, 6.33. Found: C, 64.81; H, 6.15; N, 6.17.

Provenance & Evidence