Pyridine → HCID 19815939, compound

Participants

Reaction Steps

To a solution of 3-amino-4-(3-cyanophenyl)-2-methyl-6-phenylpyridine (0.6 g) and pyridine (0.2 g) in toluene (10 ml) was added 3-chloropropionyl chloride (0.32 g) at 0° C. The mixture was stirred at the same temperature for 30 minutes and further at ambient temperature for 6 hours. After the mixture was allowed to stand at ambient temperature for 3 days, N,N-dimethylformamide (10 ml) was added thereto to dissolve the precipitates. The mixture was stirred at ambient temperature for 5 hours, diluted with ice-cold water (50 ml) and ethyl acetate (50 ml), and adjusted to pH 10 with 5N sodium hydroxide. The separated organic layer was washed with brine, dried and concentrated in vacuo. The residue was triturated with diisopropyl ether to give 3-(3-chloropropionylamino)-4-(3-cyanophenyl)-2-methyl-6-phenylpyridine (0.48 g).

Provenance & Evidence