Category: 42754-96-1

Synthetic Route of 42754-96-1, 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 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Add 4,6-dichloro-1H-pyrazolo [3,4-d] pyrimidine 1a (120 mg, 0.63 mmol),4-methoxybenzylamine 1b (87.1 mg, 0.63 mmol) and triethylamine (64.13 mg, 0.63 mmol) were dissolved in 2 mL of a tetrahydrofuran solution and stirred at room temperature for 1 hour.The reaction was stopped and distilled under reduced pressure. The residue was purified by silica gel column chromatography using eluent system A,The title product 1c (140 mg) was obtained in a yield of 76.1%.

According to the analysis of related databases, 42754-96-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Cao Xiaoli; Du Zhenxing; Wang Likun; (40 pag.)CN110526917; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]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, Application In Synthesis of 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

TMSOTf (1.04 g, 4.72 mmol) and DBU (532 mg, 3.54 mmol) were added to a solution of 5b (520 mg, 1.18 mmol) and 4,6-dichloro-1H-pyrazolo[3,4-djpyrimidine (220 mg, 1.18 mmol) in MeCN (14 mL) successively. After the reaction mixture was stirred at rt for 2 h, it was poured into sat.aq. NaHCO3 and extracted with EtOAc. The organic layer was washed with brine, dried and concentrated in vacuo. The residue was purified by column chromatography (Si02, 33% EtOAc petroleum ether) to afford the title compound (5c) (250 mg, 38% yield) as a mixture of two diastereomers.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; JACKSON, Erica L.; SUN, Daqing; YE, Qiuping; MOORE, Jared; ZAVOROTINSKAYA, Tatiana; (262 pag.)WO2019/90111; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 42754-96-1, 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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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.

Compound IA (50mg, 0.27 mmol) and aniline (25 mul, 0.27 mmol) were stirred in 1 ml of dry dioxane overnight. The precipitation was filtrated and washed by dioxane (5 ml) to provide Compound 6A (20 mg, 31% yield) as a crude product which was used in the next reaction without further purification.

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 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 42754-96-1, Adding some certain compound to certain chemical reactions, such as: 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H2Cl2N4, 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 42754-96-1.

Example 14.6-Chloro-N-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine A mixture of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (83 mg, 0.439 mmol), 4- (aminomethyl)pyridine (67 mg, 0.619 mmol) and DIPEA (0.30 mL, 1.72 mmol) in 1,4- dioxane (2.0 mL) was heated in a sealed tube at 100 C for 45 min, then cooled to room temperature. The solvents were removed by rotary evaporation, and the crude residue was purified by chromatography on silica gel (gradient 0-100% CMA in dichloromethane). The product isolated from chromatography was dissolved in acetonitrile/water, frozen and lyophilized to afford the title compound (43.8 mg, 38%) as an off-white solid: ESI MS [M+H]+ m/z 261; 1H NMR (300 MHz, DMSO-d6) G 13.63 (br s, 1H), 9.25 (t, J = 6.3 Hz, 1H), 8.53 (d, J = 5.9 Hz, 2H), 8.17 (s, 1H), 7.35 (d, J = 5.8 Hz, 2H), 4.73 (d, J = 5.7 Hz, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; UNITED STATES DEPARTMENT OF HEALTH AND HUMAN SERVICES; SLAUGENHAUPT, Susan, A.; JOHNSON, Graham; PAQUETTE, William, D.; ZHANG, Wei; MARUGAN, Juan; (306 pag.)WO2016/115434; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, molecular weight is 189, as common compound, the synthetic route is as follows.name: 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

1-(4-{4-(3,6-dihydro-2H-pyran-4-yl)-1-[1-(pyridin-3-ylcarbonyl)piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}phenyl)-3-methylurea (Scheme 13)Example 5Step 14,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine, prepared according to Robins (J Am Chem. Soc. Vol. 79, 1957, 6407-6415) was reacted with 3,4-dihydro-2H-pyran and catalytic p-toluenesulfonic acid in ethyl acetate at 70 C. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. After concentration of organic layers, the crude material was purified by flash chromatography to provide 4,6-dichloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Wyeth; US2009/192176; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

Cyclopropylamine (0.12 g) was added to a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine synthesised according to the method of (0.40 g) in ethanol (4.0 ml) at room temperature. The mixture was stirred at the same temperature overnight. The precipitated solid was separated by filtration and dried to obtain 6-chloro-N-cyclopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (yellow solid) (0.43 g, 97%). MS(ESI):210(M+H)+,208(M-H)- 1H NMR(300MHz,DMSO-D6)deltappm 0.55-0.73(m,2H),0.74-1.06(m,2H),2.97(bs,1H),8.18(bs,1H),8.51(bs,1H), 13.37(bs,1H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; Taisho Pharmaceutical Co. Ltd.; Nissan Chemical Industries, Ltd.; EP2123654; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

To a solution of cyclopropylmethanol (1.908 g, 26.5 mmol) in THF (200mL) was addedsodium hydride (3.17 g, 79 mmol) in an ice bath. After stirred for 30 mm, 4,6-dichloro-1H- pyrazolo[3,4-d]pyrimidine (5 g, 26.5 mmol). The reaction mixture was gradually allowed to room temperature and stirred overnight. Then the mixture was diluted with water (80 mL), concentrated to remove solvent and diluted with ethyl acetate (220 mL). The organic layerwas washed with water (80 mLx 2), dried over Na2SO4, filtered and concentrated. The crude(5 g, 84% yield) was directly used into next step.LCMS: 225[M+H]. tR2.9l8 (LCMS condition 1)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; LIU, Qian; LONG, Kai; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; XU, Qiongfeng; EDGE, Colin Michael; WO2015/113451; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia