3-Methyl-lH-pyrazolo[3,4b]pyridine.
A solution of l-(2-chloropyridin-3-yl)ethanone (22 g, 0.1415 mol) and hydrazine hydrate 98% (113 g, 2.21 mol) in ethanol (300 mL) was refluxed for 12 h. About 80% of the ethanol was distilled off under reduced pressure using a rotary evaporator. The residue was allowed to come to room temperature. The precipitated solid was filtered and washed with water. The product was dried at 90 0C to constant weight (16 g, 85%) mp 152-154 0C. 1H NMR (CDCl3) 8.62 (dd, J = 4.5 and 1.4 Hz, 1 H), 8.08 (dd, J = 8.0 and 1.4 Hz, 1 H), 7.15 (dd J = 8.0 and 4.5 Hz, 1 H), 2.64 (s, 3 H). MS (FAB) m/z: 133 (M+ +1).
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