Synthetic Route of 99163-12-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 99163-12-9, name is 4-Pyridin-4-yl-benzaldehyde. A new synthetic method of this compound is introduced below.
Having established an access to both hexT-pyrazolines, and hexT- pyrazoles by selection of reaction conditions, next libraries of both heterocycles from aldehydes, a hydrazide, and hexT-4 were synthesized (Figure 28). While aldehydes are abundantly available to introduce diversity in the heterocycle, the hydrazide had to be synthesized de novo, and therefore lent itself to functionalization with an acylatable primary amine 11 for combinatorial library synthesis. In the course of the library synthesis it was found that aliphatic aldehydes related to isobutyric aldehyde AJ, i.e. branched in a-position, neatly yielded the pyrazoline conjugates hexT-12 in MeCN at 50C (condition A, Table 27) whereas linear aliphatic and benzaldehydes were not reactive (Figure 29). Only a small number of benzaldehydes furnished the pyrazolines hexT- 12 in glacial acetic acid at 50C (Figure 25). However, both branched aliphatic aldehydes, and benzaldehydes yielded pyrazoles hexT-13 (Figure 30) in glacial acetic acid at 60C (condition C, Figure 27). Notably, isatin L gave rise to the spirooxindole hexT-13L under these conditions. Linear aliphatic aldehydes were again not reactive, also pyridine carboxaldehydes and related structures did not yield the corresponding hexT-13 conjugates, likely due to poisoning of the catalyst. In total 23 pyrazolines hexT-12 and 41 pyrazoles hexT-13 were obtained with yields between 0.5 and 3 nmol after purification by HPLC. Usually, branched aliphatic aldehydes gave higher yields than aromatic aldehydes. The pyrazolines hexT-12 and pyrazoles hexT-13 were ligated with each a duplex DNA encoding the heterocycles, and dsDNA sequences encoding the aldehyde building blocks.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,99163-12-9, 4-Pyridin-4-yl-benzaldehyde, and friends who are interested can also refer to it.
Reference:
Patent; TECHNISCHE UNIVERSITAeT DORTMUND; BRUNSCHWEIGER, Andreas; KRAUSE, Norbert; ANTONCHICK, Andrey; KLIKA SKOPIC, Mateja; SALAMON, Hazem; BUGAIN, Olivia; JUNG, Kathrin; WAGNER, Bernd; (72 pag.)WO2017/108741; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem