Unexpected discovery: A new 3,3'-bipyrazolo[3,4-b]pyridine scaffold and its comprehensive analysis

A novel 3,3’-bipyrazolo[3,4-b]pyridine scaffold was obtained as a product of serendipity. This article describes the synthesis and characterization this new compound, 3,3'-dimethyl-1,1'-diphenyl-1H,1'H-[6,6'-bipyrazolo[3,4-b]pyridine]-5-carbaldehyde, using various analytical techniques such as NMR, IR, HRMS and melting point measurements. The compound was synthesized by reacting Acetamidopyrazole 2 with the Vilsmeier-Haack reagent, resulting in a 40% yield of the final product. From a theoretical viewpoint, the conformational barrier of the compound was studied using ab-initio calculation methodology based on density functional theory. The equilibrium structures associated with the barrier were optimized at a reasonable calculation level (B3LYP/6-311+G(2d,p)), and subsequently, the energy profile corresponding to the conformational barrier was constructed (energies were obtained at the CAM-B3LYP/aug-ccpVTZ level of calculation). Once the most probable structures were identified, theoret..., , , # Unexpected Discovery: A New 3,3'-Bipyrazolo[3,4-b]pyridine Scaffold and its Comprehensive Analysis\" [https://doi.org/10.5061/dryad.zcrjdfnkf](https://doi.org/10.5061/dryad.zcrjdfnkf) Description of the data and file structure This folder contains all the XYZ files of the most relevant optimized cartesian coordinates of 3,3'-dimethyl-1,1'-diphenyl-1*H*,1'*H*-[6,6'-bipyrazolo[3,4-*b*]pyridine]-5-carbaldehyde. For any further details please contact Dr. Jesus Sanchez Marquez ([e-mail] ). **Folder: Figure 8.1** : Energy profile of bipyrazolo[3,4-b]pyridine (conformer 1) calculated using the CAM-B3LYP/aug-ccpVTZ method/basis set on geometries obtained with B3LYP/6-311+G(2d,p)\". **Folder: Figure 8.2:** Energy profile of bipyrazolo[3,4-b]pyridine (conformer 2) calculated using the CAM-B3LYP/aug-ccpVTZ method/basis set on geometries obtained with B3LYP/6-311+G(2d,p)\". **Folder: Figure 8.3** :Energy profile of bipyrazolo[3,4-b]pyridine (conformer 3) calculated using the ...本研究偶然获得了一种新型3,3'-联吡唑并[3,4-b]吡啶骨架产物。本文介绍了该新型化合物——3,3'-二甲基-1,1'-二苯基-1H,1'H-[6,6'-联吡唑并[3,4-b]吡啶]-5-甲醛的合成与表征工作，采用了核磁共振波谱（NMR）、红外光谱（IR）、高分辨质谱（HRMS）以及熔点测定等多种分析表征手段。 该化合物以乙酰氨基吡唑2与维尔斯迈尔-哈克（Vilsmeier-Haack）试剂为原料反应制得，最终产物收率为40%。理论层面上，本研究基于密度泛函理论（DFT）的从头算方法，对该化合物的构象能垒开展了研究。研究以合理的计算级别（B3LYP/6-311+G(2d,p)）对与能垒相关的平衡结构进行了几何优化；随后基于CAM-B3LYP/aug-cc-pVTZ计算级别得到的能量数据，构建了对应构象能垒的能量剖面。在确定最可能的结构后，理论研究[……] # 意外发现：一种新型3,3'-联吡唑并[3,4-b]吡啶骨架及其综合分析 [https://doi.org/10.5061/dryad.zcrjdfnkf](https://doi.org/10.5061/dryad.zcrjdfnkf) ## 数据与文件结构说明 本文件夹包含3,3'-二甲基-1,1'-二苯基-1H,1'H-[6,6'-联吡唑并[3,4-b]吡啶]-5-甲醛的关键优化笛卡尔坐标的所有XYZ格式文件。如需进一步细节，请联系赫苏斯·桑切斯·马尔克斯博士（[e-mail]）。 **文件夹：图8.1**：基于B3LYP/6-311+G(2d,p)方法得到的几何结构，采用CAM-B3LYP/aug-cc-pVTZ方法/基组计算得到的联吡唑并[3,4-b]吡啶（构象体1）的能量剖面。 **文件夹：图8.2**：基于B3LYP/6-311+G(2d,p)方法得到的几何结构，采用CAM-B3LYP/aug-cc-pVTZ方法/基组计算得到的联吡唑并[3,4-b]吡啶（构象体2）的能量剖面。 **文件夹：图8.3**：联吡唑并[3,4-b]吡啶（构象体3）的能量剖面，采用[……]计算得到