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. 2019 Nov 19;62(24):11035–11053. doi: 10.1021/acs.jmedchem.9b00742

Scheme 1. Synthesis Scheme of the Triazolopyrimidinone Derivatives 643.

Scheme 1

Reagents and conditions: (i) NaH, n-BuLi, THF, overnight, 0 °C to rt (1ae,i,l,m were commercially available); (ii) DIPEA, LiCl, THF, reflux, overnight; (iii) (843, R2 = NH2) BMIM-PF6, 200 °C, 1 h or (6, R2 = H) H3PO4, EtOH, 170 °C, 10 h or (7, R2 = Me) p-toluenesulfonic acid monohydrate, 180 °C, 30 min.