Pyrazolopyrimidinyl-과 pyrazolopyridinylthienopyrimidine 유도체의 합성 = Synthesis of pyrazolopyrimidinyl-and pyrazolopyridinylthienopyrimidine

다국어 초록 (Multilingual Abstract)

Pyrazolopyrimidine, pyrazolopyridine and thienopyrimidine derivatives as central core have been recently investigated due to their biological and chemotherapeutic importance such as anticancer activity, aintimicrobial activity and anti-inflammatory activity.
In this study, new pyrazolo[3,4-b]pyrimidinylthienopyrimidine and pyrazolo-
[3,4-b]pyridinylthienopyrimidine were designed and synthesized by integrating pyrazolopyrimidine or pyrazolopyridine into the thienopyrimidine core.
Novel 4-(3-phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thienopyrimidine derivatives were successfully synthesized by the reaction of 3-phenyl-1-
(thienopyrimidin-4-yl)-1H-pyrazol-5-amine with a novel Vilsmeier agents using formamide and POCl3. And, 3,4,6-triphenyl-1-(thienopyrimidin-4-yl)-
1H-pyrazolo[3,4-b]pyridine-5-carbonitrile were also efficiently synthesized from the one-pot reaction of 3-phenyl-1-(thienopyrimidin-4-yl)-1H-pyrazol-
5-amine, benzaldeyde derivatives and benzoylacetonitrile as a multi-component reactions (MCRs).

목차 (Table of Contents)

• Ⅰ. 서 론 1
• Ⅱ. 결과 및 고찰 6
• 1. 4-(1H-Pyrazolo[3,4-d]pyrimidin-1-yl)thienopyrimidine유도체의 합성 6
• 1-1. 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[2,3-d]pyrimidine유도체의합성성 6
• (1). 4-Hydrazinylthieno[2,3-d]pyrimidine 유도체의 합성 6
• (2). 3-Phenyl-1-(thieno[2,3-d]pyrimidin-4-yl)-1H-pyrazol-5-amine유도체의 합성 8
• (3). 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[2,3-d]pyrimidine 유도체의 합성 11
• 1-2. 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[3,2-d]pyrimidine 유도체의 합성 14
• (1). 4-Hydrazinylthieno[3,2-d]pyrimidine의 합성 14
• (2). 3-Phenyl-1-(thieno[3,2-d]pyrimidin-4-yl)-1H-pyrazol-5-amine 유도체의 합성 16
• (3). 4-(3-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)thieno[3,2-d]pyrimidine 유도체의 합성 18
• 2. 4-(1H-Pyrazolo[3,4-b]pyridin-1-yl)thienopyrimidine 유도체의 합성 20
• 2-1. 3,4,6-Triphenyl-1-(thieno[2,3-d]pyrimidin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile유도체의 합성 20
• 2-2. 3,4,6-Triphenyl-1-(thieno[3,2-d]pyrimidin-4-yl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile유도체의 합성 22
• Ⅲ. 결 론 25
• Ⅳ. 실험 결과 26
• Ⅴ. 참고 문헌 43
• Ⅵ. 부 록 44