Convenient and Efficient Synthesis of Some Novel Fused Thieno Pyrimidines Using Gewald's Reaction

Discovery of Potent VEGFR-2 Inhibitors based on Furopyrimidine and Thienopyrimidne Scaffolds as Cancer Targeting Agents

“…5 ) was initiated via the preparation of intermediate (17) , applying Gewald reaction 33 –, which was then cyclized by formamide 34 to afford the thieno[2,3- d ]pyrimidinone (18) . Chlorination of 18 by POCl 3 35 , followed by reaction of 19 with the urea derivatives (8a–g and 9a–e) afforded the final target compounds (20a–g and 21a–e) .…”

“…Elemental analyses were performed at Al-Azhar University at the regional center for mycology and biotechnology. Compounds ( 1a–b 23 − 2a 43 − 2b 44 − 3a 45 − 4 26 − 5a 46 − 5b,d,e 47 − 5c 48 − 6a 49 − 6b,c 50 − 6e 51 − 7a,b,c,e,h 52 − 7i 53 − 8a 54 − 8e 55 − 9a,b 56 − 9d 57 − 9h 58 − 10 30 − 17 33 − 18 34 − 19 35 ) were prepared according to the reported procedures.…”

A Thieno[2,3-d]pyrimidine Scaffold Is a Novel Negative Allosteric Modulator of the Dopamine D2 Receptor

“…Docking of compound 1 in the D 2 R Raclo complex consistently yielded the best scoring pose shown in Figure 7. This pose is stabilized by a hydrogen bond between the ionized morpholine secondary amine and the oxygen atom of the side chain of S409 7.36 (Ballesteros-Wenstein nomenclature 33 ), as well π−π stacking interactions of the thienopyrimidine moiety with Y408 7.35 and W100 ECL1 side chains. In addition, the fused cyclohexane ring system is positioned in the hydrophobic subpocket located between helices V and VI formed by the residues I184ECL2, V190 5.39 , H394 6.55 , whereas the phenyl ring bearing the m-CF 3 substituent is placed between helices VI and VII, and ECL3 and is lined by the residues N396 6.58 , N402 ECL3 , P405 7.32 , and Y408 7.35 (Figure 7).…”

Design, synthesis and biological evaluation of a new thieno[2,3-d]pyrimidine-based urea derivative with potential antitumor activity against tamoxifen sensitive and resistant breast cancer cell lines

“…Derivative (4) was synthesised via three reaction steps starting by reaction of cyclohexanone, ethyl cyanoacetate and elemental sulfur in the presence of piperidine (Gewald reaction) to give the 2-amino tetrahydrobenzothiophene derivative (2) . Compound (2) upon cyclisation with formamide gave the tetrahydrobenzothienopyrimidine derivative (3) which was chlorinated to afford compound ( 4) 29–31 ( Scheme 2 ). 1 H-NMR of KM6 revealed the appearance of two exchangeable protons corresponding to NHs at 9.8 and 10.0 ppm, aromatic protons at 7.08–8.34 ppm in addition to cyclohexyl protons at 1.78, 2.9 and 3.0 ppm.…”