2-Amino-3-methylpyridine → HCID 86619140, compound

Participants

Reaction Steps

200 mg of N-bromosuccinimide was added to the mixture of 400 mg of 2-chloro-6-[(E)-2-ethoxyvinyl]-9-{[2-(trimethylsilyl)ethoxy]methyl}-9H-purine [56-2], 10 mL of 1,4-dioxane, and 2 mL of water under an ice-cold condition, and stirred at the same temperature for 30 minutes. Thereto, 122 mg of 2-amino-3-picoline was added, stirred at 50° C. for 1 hour, and the reaction mixture was cooled back to room temperature. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine in the subsequent order, and the thus obtained organic layer was dried over anhydrous magnesium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to obtain 360 mg of 2-chloro-6-(8-methylimidazo[1,2-a]pyridin-3-yl)-9-{[2-(trimethylsilyl)ethoxy]methyl}-9H-purine [56-3] as a light brown solid.

Provenance & Evidence