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. 2015 Oct 1;25(19):4203–4209. doi: 10.1016/j.bmcl.2015.08.003

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© 2015 The Authors

This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).

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Scheme 1 — Reagents and conditions: (a) boronic acid or boronic acid pinacol ester, THF/H₂O, Pd(dppf)Cl₂, Na₂CO₃, 80 °C, 3.5–26 h or DME, Pd(dppf)Cl₂, 1 M aqueous Na₂CO₃, 150 °C, microwave irradiation, 15 min (for the introduction of 1-(4-fluorophenyl)-1H-pyrazol-4-yl); (b) N-chlorosuccinimide, CH₃CN, reflux, 3.5–7 h; (c) EtOH, 1,3-dimethyl-1H-pyrazole-4-carbaldehyde, 1 M aqueous Na₂S₂O₄, 80 °C, 16–20 h.