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. Author manuscript; available in PMC: 2022 Apr 5.
Published in final edited form as: Eur J Med Chem. 2021 Feb 3;215:113252. doi: 10.1016/j.ejmech.2021.113252

Scheme 1. Synthesis of 2-(methylthio)-6-phenylpyrido[2,3-d]pyrimidin-7-one - intermediates A9a-c.

Scheme 1.

* Reagents and conditions: (a) A2: NH4OH, TEA, THF, rt, 2 h (98%), A3: CH3NH2 (aq), THF, rt, 2 h (85%); (b) LAH, THF, rt, 1.5 h (60-95%); (c) MnO2, DCM, rt, overnight (83-95%); (d) PhCH2CN, K2CO3, DMF, 105 °C, 18 h (54-63%); (e) i) Ac2O, 139 °C, 30 min, ii) conc. HCl, 100 °C, 5 min (55-65% for two steps).