Methane → HCID 12833344, compound

Participants

Reaction Steps

5 ml. of trifluromethanesulfonic acid were added to 4.6 g. (16.0 mmol.) of 2-(4'-chlorobenzoylmethyl)nicotinic acid N-methylamide (Compound XX) in 30 ml. chloroform stirred at 0° C. The resulting reaction mixture was then stirred at room temperature for 3 hours, chilled to 0° C. and made basic with 10% sodium hydroxide solution. Celite and charcoal were added and the entire reaction mixture was filtered through Celite. The phases were separated and the aqueous phase was extracted with methylene chloride. The organic phase and the methylene chloride extract were combined, dried over anhydrous magnesium sulfate and concentrated at reduced pressure to give the crude product as a light brown solid. The crude product was recrystallized from methylene chloride/diethyl ether and then from ethanol to give the product (2.5 g.), m.p. 139°-140° C.

Provenance & Evidence