SYNTHESIS OF SOME BICYCLIC OXAZOLO- AND OXAZEPINOPYRIMIDINE DERIVATIVES

Oxazolopyrimidine compounds 2(a–c) and 3(a–e) were synthesized by a simple one-pot condensation reaction of the pyrimidine derivative 1 with 1,2-dibromoethane and 2-bromopropanoic acid, respectively. In a similar way the oxazepinopyrimidine compounds 4(a–b) were synthesized by reaction of 1 and 1,4-dichlorobutane in dioxane under reflux condition. The yields of products following recrystallization were of the order of 55–85%.

[1]  A. Mobinikhaledi,et al.  Synthesis of Some Biginelli Compounds in Solvent Medium Using a Photochemistry Method , 2003 .

[2]  M. Kidwai,et al.  A novel synthesis of thieno-pyrimidines using inorganic solid support , 2003 .

[3]  Zi-Yang Zhang,et al.  An Efficient Synthesis of 5-Alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones Catalyzed by KSF Montmorillonite , 2000 .

[4]  Rajender S. Varma,et al.  Solvent-free organic syntheses. using supported reagents and microwave irradiation , 1999 .

[5]  A. Petit,et al.  New Solvent-Free Organic Synthesis Using Focused Microwaves , 1998 .

[6]  C. Kappe,et al.  Polyphosphate Ester-Mediated Synthesis of Dihydropyrimidines. Improved Conditions for the Biginelli Reaction , 1998 .

[7]  A. Shutalev,et al.  A New Convenient Synthesis of 5-Acyl-1,2,3,4-tetrahydropyrimidine-2-thiones/ones , 1998 .

[8]  C. Kappe,et al.  Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators. A comparison of ab initio, semiempirical and X-ray crystallographic studies , 1997 .

[9]  Y. Ammar,et al.  SYNTHESIS AND RADIATION STABILITY OF NOVEL THIAZOLOPYRIMIDINES WITH EXPECTED ANTIFUNGAL ACTIVITY , 1996 .

[10]  S. Moreland,et al.  Pharmacologic Profile of the Dihydropyrimidine Calcium Channel Blockers SQ 32,547 and SQ 32,946 , 1995 .

[11]  M. Benaglia,et al.  Gazz. Chim. Ital , 1995 .

[12]  H. Ishikawa,et al.  Synthesis and anti-pseudomonal activity of new 2-isocephems with a dihydroxypyridone moiety at C-7 , 1994 .

[13]  C. Kappe 100 years of the biginelli dihydropyrimidine synthesis , 1993 .

[14]  S. Moreland,et al.  Dihydropyrimidine calcium channel blockers. 4. Basic 3-substituted-4-aryl-1,4-dihydropyrimidine-5-carboxylic acid esters. Potent antihypertensive agents. , 1992, Journal of medicinal chemistry.

[15]  Rudolph A. Abramovitch,et al.  APPLICATIONS OF MICROWAVE ENERGY IN ORGANIC CHEMISTRY. A REVIEW , 1991 .

[16]  A Hedberg,et al.  Dihydropyrimidine calcium channel blockers. 3. 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidinecarboxylic acid esters as orally effective antihypertensive agents. , 1991, Journal of medicinal chemistry.

[17]  K. Aisaka,et al.  Dihydropyrimidines: novel calcium antagonists with potent and long-lasting vasodilative and antihypertensive activity. , 1989, Journal of medicinal chemistry.

[18]  C. Kappe,et al.  Synthesis and reactions of “biginelli‐compounds”. Part I , 1989 .

[19]  Synlett , 2022 .