Preparation of 3,4-Substituted-5-Aminopyrazoles and 4-Substituted-2-AminothiazolesClick to copy article linkArticle link copied!
- Stepan HavelStepan HavelDepartment of Chemistry, CZ Openscreen, Masaryk University, Kamenice 5, 625 00 Brno, Czech RepublicInternational Clinical Research Center, St. Anne’s University Hospital Brno, Pekařská 53, 656 91 Brno, Czech RepublicMore by Stepan Havel
- Prashant KhirsariyaPrashant KhirsariyaDepartment of Chemistry, CZ Openscreen, Masaryk University, Kamenice 5, 625 00 Brno, Czech RepublicInternational Clinical Research Center, St. Anne’s University Hospital Brno, Pekařská 53, 656 91 Brno, Czech RepublicMore by Prashant Khirsariya
- Naresh AkavaramNaresh AkavaramDepartment of Chemistry, CZ Openscreen, Masaryk University, Kamenice 5, 625 00 Brno, Czech RepublicInternational Clinical Research Center, St. Anne’s University Hospital Brno, Pekařská 53, 656 91 Brno, Czech RepublicMore by Naresh Akavaram
- Kamil ParuchKamil ParuchDepartment of Chemistry, CZ Openscreen, Masaryk University, Kamenice 5, 625 00 Brno, Czech RepublicInternational Clinical Research Center, St. Anne’s University Hospital Brno, Pekařská 53, 656 91 Brno, Czech RepublicMore by Kamil Paruch
- Benoit Carbain*Benoit Carbain*E-mail: [email protected] and [email protected]Department of Chemistry, CZ Openscreen, Masaryk University, Kamenice 5, 625 00 Brno, Czech RepublicInternational Clinical Research Center, St. Anne’s University Hospital Brno, Pekařská 53, 656 91 Brno, Czech RepublicMore by Benoit Carbain
Abstract

3,4-Substituted-5-aminopyrazoles and 4-substituted-2-aminothiazoles are frequently used intermediates in medicinal chemistry and drug discovery projects. We report an expedient flexible synthesis of 3,4-substituted-5-aminopyrazoles (35 examples), based on palladium-mediated α-arylation of β-ketonitriles with aryl bromides. A library of 4-substituted-2-aminothiazoles (21 examples) was assembled by a sequence employing Suzuki coupling of newly prepared, properly protected pinacol ester and MIDA ester of 4-boronic acid-2-aminothiazole with (hetero)aryl halides.
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