Category: 42754-96-1

Reference 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.

Step B: 4-(2,6-Dimethyl-4-(pyridin-4-yl)phenoxy)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine; Sodium hydride (1.2 eq) is added to 2,6-dimethyl-4-(pyridin-4-yl)phenol (prepared according to literature procedures, see Combellas et al., Tetrahedron Letters, 1992, 33, 4923) (1.2 eq) in 1-methyl-2-pyrridone (2 ml/mmol) at 0 C. The reaction mixture is stirred at room temperature for 30 min and a solution of-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (1 eq) in 1-methyl-2-pyrridone (1 ml/mmol) is added. The resulting mixture is heated to 100 C. for 16 h, cooled to room temperature, poured into ice water and extracted with CHCl3 (×3). The combined organic layers are washed with water and brine, dried (Na2SO4), concentrated to dryness and purified by silica gel chromatography.

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; Ardea Biosciences; US2009/162319; (2009); A1;,
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, HPLC of Formula: C5H2Cl2N4, blongs to pyrimidines compound. HPLC of Formula: C5H2Cl2N4

4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidine (2, 0.21 g, 1.1 mmol), dihydropyran (DHP) (0.3 mL) and p-TSA (7 mg) were taken up in ethyl acetate (5 mL) to form a mixture and the mixture was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with ethyl acetate, washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to obtain a crude product. The crude product was purified by column chromatography using 20 % EtOAc-hexane to afford 4,6-dichloro- l- (tetrahydro-2H-pyran-2-yl)-l H-pyrazolo[3,4-d] pyrimidine (3, 0.1 1 g, 36 %). NMR (400 MHz, CDC13): delta 8.25 (s, 1 H), 6.04-6.00 (d, 1H), 4.18-4.13 (m, 1H), 3.85-3.80 (t, 1 H), 2.60-2.58 (m, 1H), 2.17-2.15 (m, 1 H), 1.99-1 .96 (d, 1 H), 1.84-1.82 (t, 2H), 1 .77-1 .76 (d, 1 H).

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); 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., Product Details of 42754-96-1

A mixture of Compound IA (94.5 mg, 0.5 mmol) and sulfanilamide Compound IB (161.8 mg, 0.6 mmol) in dioxane (5 mL) was refluxed overnight; and was cooled to room temperature. The yellow precipitate was collected by filtration and was separated by HPLC to give Compound 1 as a pale yellow solid (70 mg, 41% based on TFA salt). 1H NMR ((CD3)2CO) delta 10.10 (s, IH), 9.70 (s, IH), 8.22 (s, IH), 8.20 (d, 2H), 8.00 (d, 2H), 7.80 (d, 2H), ), 7.75 (d, 2H), 7.30 (s, 2H), 7.15 (s, 2H); MS 461 (M-HH+), 483 (M+Na+).

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

Electric Literature 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.

To a solution of 4-(1H-benzimidazol-2-yl)-phenylamine (5) (1 g,0.005 mol) in isopropyl alcohol (25 ml), 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (4) (0.99 g, 0.005 mol) was added and stirred at room temperature for 24 h. After washing the crude solid withisopropyl alcohol, dried to obtain pure [4-(1H-benzimidazol-2-yl)-phenyl]-(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine (6) aswhite solid; yield: 79%; mp: >300 C; 1H NMR (400 MHz, CDCl3 + DMSO-d6): delta = 9.75 (s, 1H, ArH), 8.13-8.08 (m, 2H, ArH), 7.92 (d, 1H, J = 8.60 Hz, ArH), 7.72 (d, 1H, J = 8.28 Hz, ArH), 7.62 (bs,1H, NH), 7.15-7.13 (m, 2H, ArH), 6.66 (d, 2H, J = 8.72 Hz, ArH), 5.02(s, 1H, NH); 13C NMR (100 MHz, CDCl3 + DMSO-d6): delta = 147.6, 142.5, 132.2, 130.2, 129.3, 129.2, 124.0, 120.8 (ArC); MS (ESI), m/z: 362.7(M++1); Anal. Calcd for C18H12ClN7: C, 59.76; H, 3.34; N, 27.10, Found: C, 59.83; H, 3.32; N, 27.14.

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:
Article; Singla, Prinka; Luxami, Vijay; Singh, Raja; Tandon, Vibha; Paul, Kamaldeep; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 24 – 35;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 42754-96-1, 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.

To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (1 g, 5.29 mmol) in MeOH (15 mL) was added a solution of methylamine 33% in MeOH (0.55 mL, 5.89 mmol). The mixture was heated to 70 C for 1 hour followed by cooling to room temperature. The resulting precipitate was filtered, washed with ice-cold MeOH and dried to afford the title compound (874 mg, 90% yield) as a white solid. MS m/z 184.73 [M+1].

The chemical industry reduces the impact on the environment during synthesis 42754-96-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael, S.; HATCHER, John; CHOI, Hwan, Geun; (198 pag.)WO2016/130920; (2016); A2;,
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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

pTsOH (30.2 mg, 0.159 mmol) was added to a solution of 4,6-dichloro-lH- pyrazolo[3,4-d]pyrimidine (300 mg, 1.587 mmol) and 3,4-dihydro-2H-pyran (200 mg, 2.381 mmol) in a mixture of tetrahydrofuran (ratio: 1 : 1; volume: 5 ml) and (( (ratio: 1 : 1 ; volume: 5 ml). The reaction mixture was stirred for 12 h at room temperature after which the solvent was removed in vacuo. The residue was taken in (( (20 mL) and poured in water (20 ml). The organic phase was separated, the aqueous phase was extracted with CH2CI2 (20 mL), the combined organic phases were washed with water (40 mL) and brine (40 mL) then dried over a2S04 and concentrated. The resulting crude material was purified by flash chromatography (CELCVMeOH 99: 1 increasing) to yield the title compound (397 mg, 1.454 mmol, 92 % yield) as a pale white oil. NMR (400 MHz, CDC13): delta 8.19 (s, 1H), 5.99 (dd, 1H, J = 2.4 & 10.4 Hz), 4.12 (m, 1H), 3.79 (m, 1H), 2.53 (m, 1H), 2.13 (m, 1H), 1.93 (m, 1H), 1.76 (m, 2H), 1.64 (m, 1H). ESI-MS: 273.0 [M+H]+.

The synthetic route of 42754-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; VANKAYALAPATI, Hariprasad; SORNA, Venkataswamy; WARNER, Steven, L.; BEARSS, David, J.; SHARMA, Sunil; WO2014/55928; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.

4,6-dichloro-1H-pyrazolo[3,4-djpyrimidine (2.50 g, 13.23 mmol) was added to a flask and dissolved in 1,4-dioxane (52.9 ml). p-Toluenesulfonic acid monohydrate (pTsOH, 0.25 g, 1.32 mmol) was then added to the clear, pale yellow solution followed by 3,4-dihydro-2h-pyran (1.8 ml, 19.84 mmol) and the reaction was heated to 40 C andstirred overnight. The resulting mixture was then cooled and concentrated in vacuo. The cmde was purified by flash column chromatography using a 0-100% EtOAc:hexanes gradient to yield 4,6-dichloro- 1 -(tetrahydro-2H-pyran-2-yl)- 1H-pyrazolo[3 ,4- djpyrimidine (2.6 g, 9.52 mmol, 72.0 % yield). (m/z,): [M+Hj calculated for C10H10C12N4O 274.0 found 188.9 (loss of THP fragment).

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; THERAVANCE BIOPHARMA R&D IP, LLC; FENSTER, Erik; LAM, Tom M.; LOO, Mandy; MCKINNELL, Robert Murray; PALERMO, Anthony Francesco; WANG, Diana Jin; FRAGA, Breena; NZEREM, Jerry; DABROS, Marta; THALLADI, Venkat R.; RAPTA, Miroslav; (217 pag.)WO2019/27960; (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. 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. SDS of cas: 42754-96-1

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 tetrahydrofuran, and the reaction solution was stirred at room temperature for 1 hour. The reaction was stopped, and the reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system A to obtain the title compound 1c (140 mg, yield: 76.1%). MS m/z (ESI): 290.2 [M+1]

With the rapid development of chemical substances, we look forward to future research findings about 42754-96-1.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; ZHANG, Guobao; SHU, Chunfeng; HU, Qiyue; HE, Feng; TAO, Weikang; (59 pag.)EP3546457; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products 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.

To a solution of 4,6-dichloro-1H-pyrrolo[3,4-d]pyridine (110 mg, 0.58 mmol) in DMF (5 mL) was added K2C03 (160 mg, 1.16 mmol). Then the reaction mixture was stirred for 30 mm maintaining at temperature, then iodomethane (3.78 g, 26.60 mmol) was added. The reaction mixture was stirred at rt overnight. Water (50 mL) was added to quench the reaction, and the resulting mixture was extracted with EtOAc (50 mL x 2). The combined organic phases were washed with saturated brine (80 mL), dried over anhydrous Na2504, filtered, and the filtrate was concentrated in vacuo.The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 10/i) to give the title compound as a yellow solid (48 mg, 41 %).?HNIVIR (400 IVIFIz, CDC13) (ppm): 8.16 (s, 1H), 4.13 (s, 3H).

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; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); 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. HPLC of Formula: C5H2Cl2N4

Compound 4 (1.5 g, 7.9 mmol),Toluenesulfonic acid (752 mg, 3.96 mmol) was dissolved in THF (30 ml) and DCM (30 ml)Of the mixture,Further 3,4-dihydropyran (2 g, 23.7 mmol) was added,Stir at room temperature 22h,TLC detection (PE: EA = 20: 1),Raw material reaction is complete,Spin drying solvent,Column chromatography (PE: EA = 50: 1) afforded 5 (1.2 g) as a white solid,Yield 54.5%.

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; Sichuan Baili Pharmaceutical Co., Ltd.; Wu, Yong; Zhu, Yi; Hai, Li; Wang, Yiqian; Li, Jie; (22 pag.)(2016);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia