The origin of a common compound about 5-Chloropyrazolo[1,5-a]pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

A mixture of A-7 (300.0 mg, 1.95 mmol), 1-[4-(4,4,5,5-tetramethyl-1,3 ,2-dioxaborolan-2-yl)phenyllcyclopropanecarbonitrile (629.81 mg, 2.34 mmol), Pd(t-Bu3P)2(149.48 mg, 292.50 pmol) and K3P04 (827.85 mg, 3.90 mmol) in dioxane (10 mL) and H20(3.90 mL) was stirred at 80 C for 16 hours. The mixture was concentrated to give the crudeproduct, which was purified by silica gel (EtOAc in PE = 10% to 20% to 100%) to afford A-il(600.00 mg, 1.86 mmol) as a solid. ?H NMR (400MHz, DMSO-d6) 0119.19 (dd, 1H), 8.30 – 8.17(m, 3H), 7.66 (d, 1H), 7.49 (dd, 2H), 6.76 (d, 1H), 1.91 – 1.80 (m, 2H), 1.68 – 1.58 (m, 2H).LCMS R = 0.762 mm in 1.5 mins chromatography, MS ESI calcd. for C,6H,3N4 [M+H1 261.1, found 260.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); A1;,
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Sources of common compounds: 5-Chloropyrazolo[1,5-a]pyrimidine

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine, 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: 5-Chloropyrazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Chloropyrazolo[1,5-a]pyrimidine

Add 5-chloropyrazolo [1,5-a] pyrimidine (19.6mmol), (2,5-difluorophenyl) methylamine (19.6mmol), and anhydrous n-butanol ( 15 mL) and N, N-diisopropylethylamine (DIPEA 55 mmol).The pale yellow suspension was sealed and heated in an oil bath (160 C) overnight.The reaction was cooled to ambient temperature, transferred to a 100 ml pear-shaped bottle, and concentrated under reduced pressure to remove as much as possible n-butanol and N, N-diisopropylethylamine (DIPEA) to obtain a crude yellow oil. Ether: acetone = 5: 1) to give a pale yellow solid.

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jin Qiu; (36 pag.)CN110734437; (2020); A;,
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Pyrimidine – Wikipedia

Extended knowledge of 29274-24-6

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Synthetic Route of 29274-24-6, 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. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, molecular formula is C6H4ClN3, 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.

To a solution of 5-chloropyrazolo[1,5-a]pyrimidine (1.00 g, 6.51 mmol) in DMF (13 mL) was added portionwise N-iodosuccinamide (1.61 g, 7.16 mmol) at room temperature. The reaction mixture was stirred for 2 hours at room temperature. After addition of water, the mixture was stirred for further 30 min at room temperature. A precipitated solid was collected by filtration and dried under vacuum to afford 5-chloro-3-iodopyrazolo[1,5-a]pyrimidine (1.74 g, 96%) as a pale yellow solid. 1H-NMR (DMSO-d6, Varian, 400 MHz): delta 7.15 (1H, d, J=7.2 Hz), 8.34 (1H, s), 9.17 (1H, d, J=7.2 Hz).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
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Pyrimidine – Wikipedia

New downstream synthetic route of 5-Chloropyrazolo[1,5-a]pyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 29274-24-6.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 29274-24-6

To a solution of 5-chloropyrazolo[1,5-a]pyrimidine (295 mg, 1.92 mmol) in DCM (10 mL) was added (chloromethylene)dimethyliminium chloride (1.06 g, 6 mmol). The reaction was stirred at 45 C. overnight, and concentrated in vacuo. The residue was dissolved in saturated NaHCO3 aqueous solution (50 mL) and the resulted mixture was then extracted with EtOAc (50 mL¡Á3). The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a light yellow solid (380 mg, 100%). MS (ESI, pos. ion) m/z: 182.2 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 29274-24-6.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (2014); A1;,
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Pyrimidine – Wikipedia

Simple exploration of 29274-24-6

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 29274-24-6

To 5-chloropyrazolo[l,5-a]pyrimidine (200 mg, 1.31mmol) in 1.5ml DMF was added POCI3 (358 3.92 mmol). The reaction was stirred at room temperature overnight. The mixture was cooled to 0 C in ice bath and the then neutralized with 6M NaOH. The solid formed was isolated by filtration and air dried to give 165 mg of 5-chloropyrazolo[l,5- a]pyrimidine-3-carbaldehyde as yellow solid (70% yield). LCMS (M+l=182)

The synthetic route of 29274-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (2011); A1;,
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Analyzing the synthesis route of 5-Chloropyrazolo[1,5-a]pyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-24-6, its application will become more common.

Application of 29274-24-6 ,Some common heterocyclic compound, 29274-24-6, molecular formula is C6H4ClN3, 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.

Preparation 8; 5-Chloropyrazolo [1, 5-a] pyrimidine (100 mg) andN-iodosuccinimide (161 mg) in N, N-dimethylformamide (ImI) was stirred at ambient temperature for 4 hours. The reaction mixture was poured into a mixture of 10% sodium thiosulfate aqueous solution and chloroform. Then the organic layer was washed with saturated NaHCU3 aqueous solution, water, brine, dried over magnesium sulfate, and evaporated in vacuo. Resulting precipitates were collected by filtration and washed with diisopropyl ether to give 5-chloro-3-iodopyrazolo [ 1, 5-a] pyrimidine as an brown solid (180 mg) .1H-NMR(DMSO-d6)delta:7.42 ( IH, d, J=9.5Hz) , 7.97 ( IH, s) , 8.23 ( IH, d, J=9.2Hz) . MS:279 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-24-6, its application will become more common.

Reference:
Patent; ASTELLAS PHARMA INC.; WO2007/13673; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New learning discoveries about 29274-24-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-24-6, its application will become more common.

Application of 29274-24-6 ,Some common heterocyclic compound, 29274-24-6, molecular formula is C6H4ClN3, 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.

N-Iodosuccinimide (1.61 g, 7.16 mmol) was added to a solutionof 5-chloropyrazolo[1,5-a]pyrimidine (7) (1 g, 6.51 mmol) in anhydrousDMF (10 mL). After stirring at RT for 4 h the reaction was poured into 10% sodium thiosulfate (75 mL). The resulting precipitate was isolated via filtration and dried (Whatman PS1 filterpaper) to give 19 as a pale brown solid (1.62 g, 89%). 1H NMR deltaH (d6-DMSO, 300 MHz), 9.19 (d, J 7.2, 1H), 8.38 (s, 1H), 7.18 (d, J7.2, 1H). LC-MS tR 6.37 min; LC254 99%; m/z 280.1/282.0 [M+H].This was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-24-6, its application will become more common.

Reference:
Article; Phillipson, Louisa J.; Segal, David H.; Nero, Tracy L.; Parker, Michael W.; Wan, Soo San; De Silva, Melanie; Guthridge, Mark A.; Wei, Andrew H.; Burns, Christopher J.; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6280 – 6296;,
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Pyrimidine – Wikipedia

The important role of 5-Chloropyrazolo[1,5-a]pyrimidine

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Related Products of 29274-24-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 29274-24-6, name is 5-Chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-(ethoxycarbonyl)phenylboronic acid (6.08 g, 31.37 mmol), K3P04 (11 g, 52.28 mmol), Pd(PPh3)4 (0.4 g) and 5-chloropyrazolo[l,5-a]pyrimidine (4 g, 26.14 mmol) in a mixture of 1,4-dioxane (250 mL) and H20 (50 mL) was stirred at room temperature. The reaction mixture was refluxed overnight under argon and the reaction mixture was diluted with EtOAc and washed in turn with water and brine. The organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to give the crude product which was purified by flash column chromatography (silica gel, eluent petroleum ether/EtOAc 50:50) to afford ethyl 4-(pyrazolo[l,5-a]pyrimidin-5-yl)benzoate (3.6 g, 52%, LC-MS 95%) as a yellow solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 29274-24-6, 5-Chloropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; CHENNAMANENI, Lohitha Rao; WO2015/50505; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia