Category: 330786-24-8

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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, the common compound, a new synthetic route is introduced below. Computed Properties of C17H13N5O

1L three bottles to join4-amino-3- (4-phenoxyphenyl) -1H-pyrazolo [3,4-d] pyrimidine 20 g (66 mmol)S-1-tert-butoxycarbonyl-3-hydroxypiperidine (26.6 g, 132 mmol); triphenylphosphine (51.9 g, 198 mmol) was added to dry tetrahydrofuran (400 mL) and cooled to 5-10 C.Under nitrogen, 40 g (198 mmol) of diisopropyl azodicarboxylate was slowly added dropwise to the flask and the reaction was carried out at 30 C for 12 hours. The reaction solution was cooled to 0 to 10 C, and 20 g of 36% hydrochloric acid was added dropwise(198 mmol), and the temperature was raised to 40 C for 1 hour.Water was added, stirred, extracted three times with dichloromethane, and the aqueous phase was collected and washed with hydrogenSodium hydroxide solution to adjust the water phase into alkaline (pH> 10), precipitate solid, filter, collect solid, blast 50 baking 12 hours(4-phenoxyphenyl) -1- (piperidin-3-yl) -1H-pyrazolo (3,4-d) pyrimidin-4-amine (V) 22.4 g, molar yield 87.9%. (HPLC purity 99.6%; optical purity ?99.8%).

The synthetic route of 330786-24-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biocompounds Pharmaceutical Inc.; Yang, Shiqiong; Li, Qian; Kang, Litao; (14 pag.)CN106008526; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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.

General procedure: To a solution of 8 (1 mmol) and substituted benzyl bromide 9 (1.2 mmol) in N, N-dimethylformamide (5 mL) was added K2CO3 (1.5 mmol) and the reaction mixture was stirred for 5 h at room temperature.The reaction solution was poured into water (50 mL). The suspension was filtered and the crude product was purified by silica gel column chromatography with dichloromethane/methanol (80/1-40/1) to give target compounds 10a – 10n.

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ran, Fansheng; Liu, Yang; Liu, Meixia; Zhang, Daoguang; Wang, Peng; Dong, Junze; Tang, Wendi; Zhao, Guisen; Bioorganic Chemistry; vol. 89; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 330786-24-8 ,Some common heterocyclic compound, 330786-24-8, molecular formula is C17H13N5O, 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.

6) Add IM6 (4.5 g, 0.015 mol) in sequence to a 250 mL three-necked flask. N-Boc Hydroxylpiperazine (3.6 g, 0.018 mol), Triphenylphosphine (7.9 g, 0.03 mol) and tetrahydrofuran (45 mL) were cooled in an ice bath. DIAD (6.1 g, 0.03 mol) was added dropwise with stirring. The temperature was controlled to not exceed 20 degrees Celsius. After the addition was complete, the mixture was stirred at room temperature for about 5 hours. Add 45 mL concentrated hydrochloric acid to the reaction flask and stir at room temperature for about 5 h. The tetrahydrofuran was concentrated and removed, poured into 150 mL of water and washed with dichloromethane. The aqueous layer was adjusted to neutral pH with potassium carbonate and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give IM7 (4.0 g , 69%).

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. 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Yi Hua Pharmaceutical Co., Ltd.; Yuan Jing; Liu Wu; Zhang Xia; (7 pag.)CN107641123; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 330786-24-8 ,Some common heterocyclic compound, 330786-24-8, molecular formula is C17H13N5O, 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.

6) Add IM6 (4.5 g, 0.015 mol) in sequence to a 250 mL three-necked flask. N-Boc Hydroxylpiperazine (3.6 g, 0.018 mol), Triphenylphosphine (7.9 g, 0.03 mol) and tetrahydrofuran (45 mL) were cooled in an ice bath. DIAD (6.1 g, 0.03 mol) was added dropwise with stirring. The temperature was controlled to not exceed 20 degrees Celsius. After the addition was complete, the mixture was stirred at room temperature for about 5 hours. Add 45 mL concentrated hydrochloric acid to the reaction flask and stir at room temperature for about 5 h. The tetrahydrofuran was concentrated and removed, poured into 150 mL of water and washed with dichloromethane. The aqueous layer was adjusted to neutral pH with potassium carbonate and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give IM7 (4.0 g , 69%).

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. 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Yi Hua Pharmaceutical Co., Ltd.; Yuan Jing; Liu Wu; Zhang Xia; (7 pag.)CN107641123; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 330786-24-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 330786-24-8 as follows.

[0143] To a stirred solution of 1-2 (0.15 g, 0.5 mmol) inDMF (3.0 mL) 1-12 (0.2 g, 0.54 mmol) and Cs2C03 (0.32 g,1.0 mmol) is added. The reaction mixture is heated to 60 C. After 18 hours, the reaction mixture is concentrated in vacuoand purified via Combi-flash chromatography on silica gel(using a solvent gradient of 5% MeOH in CH2Cl2 ) to afford1-13 (0.18 g, 73%). The following intermediate was preparedin similar fashion:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,330786-24-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOSANAC, Todd; DISALVO, Darren; HORAN, Joshua Courtney; LIANG, Shuang; ZINDELL, Renee M.; US2014/275014; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 330786-24-8, 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. 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Intermediate 1 (5g) was dissolved in dry DMF (50 mL) and potassium carbonate (8.8 g) was added. The suspension was stirred at ambient temperature for 2 h. After dropwise addition of Intermediate 2 (9 g) dissolved in DMF (10 mL) the reaction mixture was heated at 80C for 14 h. The organic layer was separated and the water layer extracted with EtOAc (3×20 mL). The organic layers were combined and dried over Na2SC>4. Solvent evaporation at reduced pressure and recrystallization result in 6.3g (80%) tert-butyl-(3R)-3-[4-amino-3-(4-phenoxyphenyl)pyrazolo [3,4-d] pyrimidin- 1 -yl]piperidine – 1 -carboxylate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; AZAD PHARMACEUTICAL INGREDIENTS AG; MAIER, Thomas; KARAPETYAN, Inna; ARAKELYAN, Alvard; MARGARYAN, Tamara; SARGSYAN, Vardan; STEPANYAN, Heghine; ABOVYAN, Hermine; GERBER AESCHBACHER, Roman; HAFERKAMP, Sven; (37 pag.)WO2017/137446; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 330786-24-8, 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 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

The 3- (4-phenoxyphenyl) -1H-pyrazolo [3,4-d]pyrimidin-4-amine(compound 2a)(2.12g,7mmol), 3-hydroxypiperidine-1- tert-Butyl formate(1.55g,7.7mmol), Triphenylphosphine(2.75g,10.5mmol)and Azobisisobutyronitrile (2.12g,10.5mmol) dissolved in THF (250ml), keep thereaction at room temperature for 12h(TLC thin layer chromatography monitoringreaction is complete or not). After the completion of the reaction , solventwas recovered under reduced pressure. into the remaining reaction mixture added100 ethyl acetate, organic layer was extracted three times with Saturatedsodium carbonate solution 100ml*3, organic phases were combined, washed oncewith saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent was recovered under reducedpressure to give 1.12 g of a brown solid in 33% yield.

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HANGZHOU HERTZ PHARMACEUTICAL CO LTD; ZHOU, XINGLU; HAN, LING; GE, ZHEN; LIU, XINGGUO; LUO, WENHUA; LIU, WENHUA; (27 pag.)CN104844609; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

General procedure: To a solution of 8 (1 mmol) and substituted benzyl bromide 9 (1.2 mmol) in N, N-dimethylformamide (5 mL) was added K2CO3 (1.5 mmol) and the reaction mixture was stirred for 5 h at room temperature.The reaction solution was poured into water (50 mL). The suspension was filtered and the crude product was purified by silica gel column chromatography with dichloromethane/methanol (80/1-40/1) to give target compounds 10a – 10n.

The synthetic route of 330786-24-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ran, Fansheng; Liu, Yang; Liu, Meixia; Zhang, Daoguang; Wang, Peng; Dong, Junze; Tang, Wendi; Zhao, Guisen; Bioorganic Chemistry; vol. 89; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 330786-24-8 , The common heterocyclic compound, 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C17H13N5O, 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.

Intermediate 4 A mixture of about 60.67 g (0.2 mol) of (S) -2- (hydroxymethyl) piperidine-1-carboxylic acid tert-(0.3 mol) was dissolved in 360 mL of THF while 78.698 (0.3 1 01) triphenylphosphine was added. (0.3mol) of diisopropyl azodicarboxylate and 300mL of tetrahydrofuran solution, lh drop complete system slowly warming up to 30 C insulation reaction 24h, the system temperature to 0-5 (: After the reaction was complete, the solvent was evaporated, and 450 mL of methylene chloride (DCM) was added. The mixture was stirred at room temperature for 10 min, filtered, and the filtrate was bubbled with hydrogen chloride gas. The mixture was stirred for 4 h. After the reaction was complete, The organic layer was washed with 5% sodium hydrogencarbonate solution to neutral and then saturated brine, and the organic layer was dried and filtered to dryness to obtain about 62.18 g of intermediate 5 in a yield of 80.45%.

The synthetic route of 330786-24-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Zhongbang Pharmacy Limited Company; Li, Weisi; Huang, Shuang; Wu, Xiaogang; Yang, Jian; Chen, Guoping; Liu, Liping; (14 pag.)CN105859728; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, Adding some certain compound to certain chemical reactions, such as: 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine,molecular formula is C17H13N5O, 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 330786-24-8.

9g tri-n-butylphosphine dissolved in 100mL anhydrous tetrahydrofuran and cooled down to 0-5 degrees.9g of diisopropyl azodicarboxylate was added dropwise under N2 protection. After the addition was completed,The reaction temperature was controlled at 0-5 degrees for 1 h. The above tributylphosphine andA mixture of diisopropyl azodicarboxylate was slowly poured into 4 g of solution3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine andIn 3.5 g of (S)-1-Boc-3-hydroxypiperidine in 50 mL of anhydrous tetrahydrofuran,Stir 0-5 degrees overnight. After the reaction liquid is concentrated under reduced pressure,Purification by column to obtain the product 6.8g, yield 75%

According to the analysis of related databases, 330786-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Fupu Biological Technology Co., Ltd.; Liu Zheng; (13 pag.)CN106279284; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia