Category: 29274-22-4

Application of 29274-22-4, 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. 29274-22-4, name is Pyrazolo[1,5-a]pyrimidin-5-ol, molecular formula is C6H5N3O, 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.

A solution of 4H-pyrazolo[1,5-a]pyrimidin-5-one (1 g, 7.40 mmol, 1 .00 equiv) in phosphorus oxychloride ( 1 5 mL) was stirred under nitrogen for 2 h at 1 20 C. The reaction mixture was cooled to rt then concentrated under vacuum. The residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to give 0.6 g (53%) of the title compound as a light yellow solid. LC/MS (Method I, ESI): RT = 1.21 min, m z = 154.0 [Mu+Eta]

According to the analysis of related databases, 29274-22-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29274-22-4, Pyrazolo[1,5-a]pyrimidin-5-ol, 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, Recommanded Product: 29274-22-4, blongs to pyrimidines compound. Recommanded Product: 29274-22-4

General Procedure 45-(3-Aryl/heteroaryl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidines (54); [00154] A mixture of 4H-Pyrazolo[1 ,5-a]pyrimidin-5-one (0.203 g, 1.5 mmol), 3- aryl/heteroaryl-prop-2-yn-1-ol (1.5 equivalents), P(Ph)3 (2 equivalents) in anhydrous THF was stirred at room temperature for 15 min. Then 2 equivalents of diisopropyl azodicarboxylate (DIAD) was added dropwise and the mixture was stirred at room temperature for 2 h. Control by TLC (eluent: EA/hexane 1 :1 ). After evaporation of solvent the crude residue was purified by column chromatography (eluent: hexane/ethylacetate 1 :1) to give the final compounds.; Example 139 5-(3-Pyridin-2-yl-prop-2-ynyloxy)-pyrazolo[1,5-a]pyrimidine[00315] According to General Procedure 4, 4H-pyrazolo[1 ,5-a]pyrimidin-5-one is reacted with 3-pyridin-2-yl-prop-2-yn-1-ol to provide the title compound in moderate yield. LC/MS: (M+H) = 251

The synthetic route of 29274-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGaA; HENRICH, Markus; WEIL, Tanja; NAGEL, Jens; GRAVIUS, Andreas; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; FOTINS, Juris; WO2010/63487; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 29274-22-4 ,Some common heterocyclic compound, 29274-22-4, molecular formula is C6H5N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of pyrazolo[l ,5-a]pyrimidin-5-ol (17.0 g, 126 mmol) inPOCI3 (100 mL) was heated at reflux for 3 hours. After cooling, the reaction was concentrated under vacuum. To the residue was added dichloromethane. The organic phase was carefully washed with saturated aqueous NaHC03 solution, dried and concentrated. The crude product was purified by passing through a short silica gel pad eluting with 50%> EtOAc in hexane to give 5-chloropyrazolo[l ,5-a]pyrimidine (13.1 g, 68%>).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-22-4, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven W.; CONDROSKI, Kevin Ronald; DE MEESE, Lisa A.; FELL, Jay Bradford; FISCHER, John P.; LE HUEROU, Yvan; JOSEY, John A.; KOCH, Kevin; MIKNIS, Gregory F.; RODRIGUEZ, Martha E.; TOPALOV, George T.; WALLACE, Eli M.; XU, Rui; WO2011/29027; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 29274-22-4, name is Pyrazolo[1,5-a]pyrimidin-5-ol, molecular formula is C6H5N3O, 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 Pyrazolo[1,5-a]pyrimidin-5-ol

A solution of 4H-pyrazolo[1,5-a]pyrimidin-5-one (1 g, 7.40 mmol, 1 .00 equiv) in phosphorus oxychloride ( 1 5 mL) was stirred under nitrogen for 2 h at 1 20 C. The reaction mixture was cooled to rt then concentrated under vacuum. The residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to give 0.6 g (53%) of the title compound as a light yellow solid. LC/MS (Method I, ESI): RT = 1.21 min, m z = 154.0 [Mu+Eta]

With the rapid development of chemical substances, we look forward to future research findings about 29274-22-4.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 29274-22-4, 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. 29274-22-4, name is Pyrazolo[1,5-a]pyrimidin-5-ol. A new synthetic method of this compound is introduced below.

A mixture of the product (1.35 g, 10.0 mmol) from Step A above and 7.5 mL of phosphorus oxychloride was warmed at reflux for 4 h. The mixture was cooled, and the volatiles were removed under reduced pressure. The dark residue was partitioned between ice water and dichloromethane, and the aqueous layer was extracted with additional dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure to provide a light brown solid, which was purified by flash chromatography (silica gel; 0.5% methanol in dichloromethane eluant) to afford the title compound as a white solid. MS 153.8 and 155.8 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-22-4, Pyrazolo[1,5-a]pyrimidin-5-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2004/43940; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia