HCID 178514513, compound → 2-(2-chloro-6-fluorophenyl)-2H-pyrazolo[4,3-c]pyridine

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Reaction Steps

A solution of [1-(4-azidopyridin-3-yl)meth-(E)-ylidene]-(2-chloro-6-fluorophenyl)amine (17 mmol) in toluene (50 mL) was heated at 105° C. for 18 hours. The reaction mixture was cooled and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (60-70% ethyl acetate in cyclohexane) to afford the title compound as a yellow solid (2.29 g, 54% yield). 1H NMR (400 MHz, CDCl3): δ 9.31 (d, J=1.5 Hz, 1H), 8.38-8.33 (m, 2H), 7.65 (dd, J=6.4, 1.4 Hz, 1H), 7.52 (td, J=8.3, 5.6 Hz, 1H), 7.45-7.41 (m, 1H), 7.30-7.24 (m, 1H). LCMS (Method C): RT=1.42, m/z: 248 [M+H+].

Provenance & Evidence