Sodium Bicarbonate → HCID 68684762, compound

Participants

Reaction Conditions

Reaction Steps

4.23 g of the 4-[8-(hydroxymethyl)imidazo[1,2-a]pyridin-3-yl]-2-(methylthio)pyrimidine-5-carbonitrile [147-2] was dissolved in 500 mL of chloroform, then 5.2 mL of bis-(2-methoxyethyl)aminosulfur trifluoride was added thereto at −40° C., and stirred at the same temperature for 1 hour. 2.6 mL of bis-(2-methoxyethyl)aminosulfur trifluoride was further added, and stirred at the same temperature for 1 hour. Thereto, a saturated aqueous solution of sodium hydrogen carbonate was slowly added, and the mixture was extracted with chloroform. The organic layer was washed with water and saturated brine in the subsequent order, and dried over anhydrous magnesium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the thus obtained residue was dissolved in a small amount of chloroform and solidified by adding diethyl ether, to obtain 3.43 g of 4-[8-(fluoromethyl)imidazo[1,2-a]pyridin-3-yl]-2-(methylthio)pyrimidine-5-carbonitrile [147-3] as a light brown solid.

Provenance & Evidence