Pyridine-2-carbonitrile → HCID 178506282, compound

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Reaction Steps

2-cyanopyridine (1.04 g, 10.0 mmol) is placed in a 25 ml round-bottomed flask and ethanol is added into 2-cyanopyridine. After completly dissolved, hydrazine (0.96 g, 30.0 mmol) is added. At the room temperature, the reaction is carried out for 12 hrs. White solids are obtained. Ether is used to rinse the solids in order to remove the unreacted hydrazine. The white solids are placed in a 25 ml round-bottomed flask and added with ethyl 2,2,2-trifluoroacetate (1.42 g, 10.0 mmol). 5.0 ml of ethanol is added and then hot reflux is performed for 12 hrs. After the reaction is finished, ether extraction is carried out and the organic layer is collected and then concentrated to obtain white solids. After purified by silicone chromatographic column, the product tfpytz is obtained. The yield is about 50%. 1H NMR (500 MHz, CDCl3): δ 8.78 (m, 1 H), 8.31 (d, 1 H, J=8.0 Hz), 7.97˜7.94 (m, 1 H), 7.53˜7.50 (m, 1 H). HRMS (EI) m/z:calculated value C8H5F3N4 214.0466; experimental value 214.0469.

Provenance & Evidence