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. 2020 Jan 24;25(3):505. doi: 10.3390/molecules25030505

Table 4.

Multicomponent approaches for the synthesis of 7-deazaadenine (166) 7-deazapurine (167) and 7-deazahypoxanthine skeletons 168 and 169 of potential antitumor activity.

Reagents Conditions Product Reference
ArCHO
1
Inline graphic
119
Inline graphic
12
HCONH2 K2CO3, 90 °C → 150 °C Inline graphic
166 a
[187]
Inline graphic
38
Inline graphic
167 b
Inline graphic
38
HC(OEt)3 EtOH, K2CO3, 90 °C → 150 °C Inline graphic
168 c
Inline graphic
119
HCO2H EtOH, K2CO3, 90 °C → 100 °C Inline graphic
169 d

a For compounds 166: Ar = 3,5-(Br)2C6H3, 5-bromo-3-Py, Ph, 2-thienyl, 3-CNC6H4, 2,6-(Cl)2C6H3; Ar1 = Ph, 4-BnOC6H4. b For compounds 167: Ar = 4-MeOC6H4, 3,5-(Br)2C6H3, 3-Py; Ar1 = Ph, 4-MeOC6H4; Ar2 = Ph, 4-MeOC6H4, 4-MeC6H4. c For compounds 168: Ar = Ph, 3-IC6H4, 3-BrC6H4, 3-ClC6H4, 2,6-(Cl)2C6H3, 3,5-(Br)2C6H3, 3-HOC6H4, 3-CNC6H4, 3-FC6H4, 6-Br-2-Py, 5-Br-3-Py, 3-Py, 3,4,5-(MeO)3C6H2, 3,4-(MeO)2-5-IC6H2, 5-Br-3,4-(MeO)2C6H2, 4-Br-2-thienyl; Ar1 = Ph, 4-MeOC6H4, 4-FC6H4, 4-BnOC6H4, 4-BrC6H4. d For compounds 169: Ar = Ph, 3,5-(Br)2C6H3, 4-HOC6H4, 4-HO-3-MeOC6H3.