Category: 909717-95-9

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 909717-95-9, name is Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate, molecular formula is C11H12N2O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Application In Synthesis of Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate

A mixture of the product from step 2 (500 mg, 126 rnmol) in 40% HBr (20 mL) was stirred at 120C for 16 hours. After cooling to RI, the mixture was concentrated in vacuo to give a residue, which was neutralized with saturated NaHCO3 aqueous solution to pH 7, extracted with the mixed solvent (DCM: iPropanol = 4: 1) (500 mL x 3). The organic layer was combined, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified bysilica chromatography (10% methanol in DCM) to give the title compound (290.0 mg) as yellow oil. LRMS mlz (M+H) 135,1 found, 135.1 required.

With the rapid development of chemical substances, we look forward to future research findings about 909717-95-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 909717-95-9, Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 47 4-hydroxypyrazolo[1,5-a]pyridine The compound of Example 23 (4.30 g) was dissolved in dichloromethane (50 mL) in an argon atmosphere. While the solution was kept at 0 C., boron tribromide (1.0 mol/L dichloromethane solution, 23.4 mL) was added and the mixture was stirred for 1 hour. Additional boron tribromide (23.4 mL) was then added and the mixture was stirred at room temperature for another 3 hours. Subsequently, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give a yellow powder (4.80 g). To this product, 47% hydrobromic acid (100 mL) was added and the mixture was stirred for 5 hours under reflux. Subsequently, the mixture was made basic by adding sodium hydroxide and then made acidic again by adding hydrochloric acid. The mixture was extracted three times with ethyl acetate and the organic layer was washed with saturated brine and dried over sodium sulfate. Evaporating the solvent under reduced pressure afforded the title compound as a yellow powder (2.10 g) (Process C). 1H-NMR (CDCl3, 400 MHz) delta 5.76 (1H, brs), 6.47 (1H, d, J=7.3 Hz), 6.62-6.65 (2H, m), 7.92 (1H, d, J=2.4 Hz), 8.17 (1H, d, J=6.7 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,909717-95-9, Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Kohno, Yasushi; Adams, David Roger; Ando, Naoki; US2008/207902; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem