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. 2023 Mar 22;12(3):628. doi: 10.3390/antibiotics12030628

Scheme 10.

Scheme 10

Synthesis of pyrimidine amines derivatives with bicyclic monoterpene units: (a) pinanyl pyrimidine amines derivatives. Reagents and conditions: (a) NaOCH3, or t-BuOK, t-BuOH, reflux 6–24 h, 60.5–85.5%; (b) NaOH, t-BuOH or THF, reflux, 10–30 h, 35.5–82.5%; (c) DIPEA or NaH, THF, 65 °C, 3 h, 40–79.8%; and (b) camphoryl pyrimidine amine derivatives. Reagents and conditions: (2a) t-BuOK, t-BuOH, reflux, 6 h, 56.8%; (2b) NaOH, t-BuOH, reflux, 10 h, 30.8%; and (2c) DIPEA, THF, 65 °C, 3 h, 39.1–73%.