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. Author manuscript; available in PMC: 2023 Aug 17.
Published in final edited form as: J Med Chem. 2023 Jan 6;66(2):1543–1561. doi: 10.1021/acs.jmedchem.2c01745

Figure 2.

Figure 2.

Synthetic schemes for the syntheses of PDE4D inhibitors. (A) Inhibitors were synthesized through the Suzuki coupling reactions of alkyl bromide and arylboronic esters/acids. (B) Inhibitors were synthesized through the substitution reactions of alkyl halide. (C) Inhibitors were synthesized through the palladium-mediated coupling of anilines/phenols (ArNH2/ArOH) with aryl chloride. (D) Inhibitor 23 was synthesized as a side product from the reaction of palladium-mediated coupling of α-fluorinated 2-picolinyl triflones with arylboronic acids.