Hydrochloric Acid → HCID 178448598, compound

Participants

Reaction Steps

was prepared according to general procedure (A, in which 35 μl n-butylamine (0.35 mmol, 1 equiv), 40 μl formalin (0.53 mmol, 1.5 equiv), 0.11 mL 3.14 M hydrochloric acid in ethanol (0.35 mmol, 1 equiv) and 76 mg (4-methoxyphenyl)(pyridin-2-yl)methanone (0.35 mmol, 1 equiv) were combined in 0.70 mL acetonitrile and maintained at room temperature for 12 hours. The crude material was then dissolved in 3 mL ethanol and stirred with sodium bicarbonate at room temperature for 10 min. The resulting suspension was then filtered through a 1.0 mL 0.2 um nylon syringe tip filter and the solid was rinsed with an additional 1 mL of ethanol. The combined filtrate was then concentrated and triturated with 2 mL diethyl ether. The resulting solid was filtered and rinsed with diethyl ether two times using 1 mL of diethyl ether for each rinse providing 0.10 g 2-butyl-1-(4-methoxyphenyl)-2H-imidazo[1,5-a]pyridin-4-ium chloride (0.23 mmol, a 66% yield) as a white solid.

Provenance & Evidence