Heterocycles p. 775 - 778 (1998)
Update date:2022-08-29
Topics:
Sano, Atsunori
Ishihara, Masami
Two convenient synthetic methods of anti-allergy agent, 9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one potassium (1a), are described. Heating of a mixture of malononitrile (2b), 2-amino-3-picoline (4), ethyl orthoformate, and sodium azide in acetic acid, followed by hydrolysis with hydrochloric acid gave 9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one (1b) which was led to 1a by treatment with potassium hydroxide. The use of ethyl cyanoacetate (2a) instead of 2b afforded ethyl 3-(3-methyl-2-pyridylamino)-2-(1H-tetrazol-5-yl)acrylate (8) which was also led to 1a by treatment with potassium hydroxide. 1. The generic name is pemirolast potassium.
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