3-(Trimethylsilyl) pyridine 1-oxide (I) was synthesized according to the reaction route presented in Chart 1, and some chemical properties of this compound were examined. Reaction of 1-methoxy-3-(trimethylsilyl) pyridinium salt and potassium cyanide : Reaction of I and methyl sulfate gave 1-methoxy-3-(trimethylsilyl) pyridinium methosulfate (V) which was reacted with aqueous solution of potassium cyanide at 20°and 3-(trimethylsilyl) isonicotinonitrile (VI), 3-(trimethylsilyl) picolinonitrile (VII), and 5-(trimthylsilyl) picolinonitrile (VIII) were formed in approximately 2.5 : 1 : 1 ratio (Chart 2). Structural determination of VI, VII, and VIII was made through organochemical method (Chart 3) and from NMR spectra (Fig. 1 and Table I). NMR spectral examination was also made on 3-(trimethylsilyl) isonicotinamide (XI), 3-(trimethylsilyl) picolinamide (IX), and 5-(trimethylsilyl) picolinamide (X), respectively derived from VI, VII, and VIII. Reaction of I and acetic anhydride : A solution of I in acetic anhydride was refluxed and hydrolysis of the product afforded 5-(trimethylsilyl)-2 (1H)-pyridone (XVII) and 3-(trimethylsilyl)-2 (1H)-pyridone (XVIII) in approximately 1.5 : 1 ratio. XVII and XVIII were identified with authentic products synthesized by another route (Chart 4). Reaction of I and phosphoryl chloride : The products obtained from the reaction of I and phosphoryl chloride were difficult to separate and purify. The product was treated as shown in Chart 5 and 3-(trimethylsilyl)-4 (1H)-pyridone (XIX) and 3-(trimethylsilyl)-2 (1H)-pyridone (XVIII) were obtained in approximately 3.2 : 1 ratio and were identified with authentic samples obtained by a different route (Chart 4).