Introduction of a new synthetic route about 14884-01-6

According to the analysis of related databases, 14884-01-6, the application of this compound in the production field has become more and more popular.

Application of 14884-01-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14884-01-6 as follows.

General procedure: A capped set of vials containing a mixture of the requisite pyrazole (0.051 mmol) and W2 (20.0 mg, 0.042 mmol) in dioxane (0.75 ml) was transferred into a glove box under an atmosphere of nitrogen. To each vial vial was added sodium tert-butoxide (12.2 mg, 0.127 mmol) followed by chloro[2-(di-tert-butylphosphino)-2′,4′,6′-triisopropyl-l,r-biphenyl][2-(2- aminoethyl)phenyl)]palladium(II) (2.90 mg, 4.23 muiotaetaomicron). The vials were capped and placed into a preheated aluminum block at 100 C. The mixtures were stirred at that temperature for 24 hours. The vials were removed from the heating block, allowed to cool to RT and removed from the glove box. Water (1 mL) was added to each vial followed by DCM (2 mL). The mixtures were transferred to a Varian Bond Elute resovoir and the organic layer from each vial was drained into a new 2-dram vial. To each of the aqueous layers was added additional DCM (1 mL). The organic layer was again drained into the new set of 2-dram vials. The combined organic layers were dried in vacuo. Each crude residue was redissolved in 1 mL of DMSO and filtered. The crude products were purified by mass triggered preparative HPLC [Waters XBridge C18 column, 5muiotaeta, 19×100 mm, using a gradient range from 25-35% initial to 60- 70% final MeCN (0.1% NH4OH) in water (0.1% NH4OH), 25 mL/min, 12 min run time].

According to the analysis of related databases, 14884-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GILBERT, Eric, J.; CUMMING, Jared, N.; STAMFORD, Andrew, W.; YU, Younong; SCOTT, Jack, D.; ISERLOH, Ulrich; WANG, Lingyan; CALDWELL, John, P.; WO2014/62553; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics