Category: 23002-51-9

Synthetic Route of 23002-51-9, 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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.

Preparation No.3: l/7-Pyrazolo[3,4-Patent; ABBOTT LABORATORIES; WOLLER, Kevin R.; CURTIN, Michael L.; FRANK, Kristine E.; JOSEPHSOHN, Nathan S.; LI, Biqin C.; WISHART, Neil; WO2011/156698; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 23002-51-9, 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 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of R-tert-butyl 4-(aminomethyl)-3,3-difluoropiperidine-1-carboxylate (440 mg, 1.60mmol), 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (272 mg, 1.76 mmol) and DIPEA (0.84 mL, 4.80 mmol in i-PrOH (10 mL) was heated overnight at 85 C. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure. The concentrate was purified by column chromatography over silica gel (hexane/ethyl acetate = 1/3) to afford the title compound as a yellow powder (510 mg, 86%). MS (ESI) calcd for C16H22F2N602: 368.2 ; found: 369.4 [M+H]. 1H NMR (400 MHz, CDCI3) 6 10.88 (brs, 1H), 8.78 (s, 1H), 7.92 (s, 1H), 5.77-5.67 (m, 1H), 4.50-4.00 (m, 2H), 3.90- 3.84 (m, 1H), 3.67-3.58 (m, 1H), 3.07-2.68 (m, 2H), 2.38-2.23 (m, 1H), 1.91-1.85 (m, 1H), 1.62-1.56 (m, 1H), 1.46 (s, 9H).

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 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (246 pag.)WO2016/196513; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 23002-51-9, Adding some certain compound to certain chemical reactions, such as: 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H3ClN4, 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 23002-51-9.

To a mixture of 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (2.0 g, 12.9 mmol), potassium carbonate (3.6 g, 25.9 mmol) in N,N-dimethylformamide (20 mL) was added 2-(trimethylsilyl)ethoxymethyl chloride (2.6 g, 15.5 mmol). The reaction mixture was stirred at 25 C. for 2 h and poured into water (100 mL). The resulting mixture was extracted with ethyl acetate (3*100 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 20% ethyl acetate in petroleum ether) to afford 6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-d]pyrimidine (2.8 g, 76%) as a yellow oil. LCMS RT=2.112 min, m/z=285.2 [M+H]+ ECMS (0 to 60% acetonitrile in water+0.03% trifluoroacetic acid over 2 mins) retention time 2.112 mm, ESI+ found [M+H]=285.2.

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. 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 23002-51-9, 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

Example 19 Methanesulfonyl-piperidin-4-yl)-(1H-pyrazolo[3,4-d]pyrimidin-6-yl)-amine To a stirred solution of (1-methanesulfonyl-piperidin4-yl)-(1H-pyrazolo[3,4-d]pyrimidin-6-yl)-amine (Example 18, 61 mg, 0.40 mmol) in DMF (2.5 mL), sodium bicarbonate (60 mg) and 1-methanesulfonyl-piperidin-4-ylamine(85 mg, 0.48 mmol) were added and the mixture was stirred at 100 C. for 5 hours. The solvent was removed under reduced pressure and the residue was treated with water and the mixture was extracted with EtOAc. The extract was dried with sodium sulfate and concentrated to give a solid, which was purified by reverse phase HPLC to give an off-white solid. 29 mg, 29%. MS (M+H)+, 297.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Roberts, John Lawson; US2005/277655; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

A mixture of 6-chloro-1H-pyrazolo[3,4-djpyrimidine (1.25 g, 8.09 mmol), pyridinium ptoluene sulfonate (203 mg, 0.81 mmol) and 3,4-dihydro-2h-pyran (1.36 g, 16.17 mmol) indichloromethane (25 mL) was heated at reflux for 6 h and concentrated under reduced pressure. Theresidue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 40% ethyl acetate inpetroleum ether) to afford 6-chloro- 1 -tetrahydropyran-2-yl-pyrazolo [3 ,4-djpyrimidine (1.8 g, 93%)as a white solid. 1H NMR(400 MHz, CDCl3) d 9.10 – 8.99 (m, 1H), 8.26 – 8.14 (m, 1H), 6.13 – 5.98 (m, 1H), 4.21 – 4.09 (m, 1H), 3.91 – 3.76 (m, 1H), 2.67 – 2.48 (m, 1H), 2.59 – 2.48 (m, 1H), 2.21 – 2.09 (m, 1H), 2.00 – 1.91 (m, 1H), 1.86 – 1.75 (m, 2H), 1.70 – 1.60 (m, 1H).

The synthetic route of 23002-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; PATEL, Snahel; (77 pag.)WO2019/204537; (2019); 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. 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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. Quality Control of 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Example 74 : N-( 1 -Methyl- 1 H-pyrazo 1-4-yl)- 1 -phenyl- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amine Step (i)A suspension of 6-chloro-lH-pyrazolo[3,4-d]pyrimidine (lOOmg, 0.65mmol), benzene boronic acid (1.5eq), copper acetate (2eq) and pyridine (2eq) in dichloromethane (2mL) was heated in the microwave at 80C for 15min. After cooling to rt, the mixture was filtered and the resulting filtrate concentrated to give 6-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine as a green oil (138mg, 92%) which was used without further purification in the next step.

With the rapid development of chemical substances, we look forward to future research findings about 23002-51-9.

Reference:
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia