Category: 934524-10-4

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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A solution of Pd(PPh3 )2C12 (0.073 g, 0.12 mmol), 7 (0.19 g, 1.3 mmol), 8 (0.40 g, 1.2 mmol), and triethylamine (0.5 mL, 3.5 mmol) in DMF (5 mL) was purged for 5 min with argon and added CuI (0.022g, 0.12 mmol). The reaction mixture was heated for Ih at 80 0C and cooled to room temperature. The resulting mixture was concentrated and purified by silica gel chromatography (hexanes/EtOAc 100:0 to 90:10 gradient) to afford the title compound as a yellow solid (0.35 g, 67%).[0161] 1H NMR (500 MHz, DMSO-J6): delta 1.29 (d, J= 6.9 Hz, 6H), 2.38 (s, 3H), 3.47 (qn, J = 6.8 Hz, IH), 7.01 (d, J = 4.1 Hz, IH), 7.32 (t, J = IA Hz, IH), 7.47 (t, J = 1.6 Hz, IH), 7.50 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 1.1 Hz, IH), 7.73 (d, J = 7.8 Hz, IH), 8.04 (d, J = 8.4 Hz, 2H), 8.12 (d, J = 4.0 Hz, IH) [0162] MS (ES+): m/z 450 (M+H)+

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, 934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 934524-10-4, 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 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of S2a (142mg, 0.415mmol) in nBuOH (4mL) was added DIPEA (67mg, 0.5187mmol) and 2-methoxyethylamine (37mg, 0.4980mmol). The mixture was stirred at 50C for 1 hr until starting material was consumed at which point the reaction was allowed to cool to rt and the nBuOH was removed under reduced pressure. The resulting residue was taken up in EtOAc and washed with saturated NH4Cl. The organic layer was isolated, dried over MgSO4, and concentrated under reduced pressure to yield 2-chloro-N-(2-methoxyethyl)-5-(p-tolylsulfonyl)pyrrolo[3,2-d]pyrimidin-4-amine (S3a) as a solid (100mg, 63% yield).

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 934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Article; Wormald, Michael M.; Ernst, Glen; Wei, Huijun; Barrow, James C.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, 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. COA of Formula: C13H9Cl2N3O2S

Example 116; 2-[(2-{[1-(lambda/,lambda/-dimethylglycyl)-5-(methyloxy)-2,3-dihydro-1H-indol-6-yl]amino}-1H-pyrrolo[2,3-c/]pyrimidin-4-yl)amino]-6-fluoro-lambda/-methylbenzamide; Step A/Intermediate D4: 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7/-/-pyrrolo[2,3- c/]pyrimidin-4-yl}amino)-6-fluorobenzoic acid; A slurry of 2,4-dichloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine (50 g, 146 mmol) and 2-amino-6-fluorobenzoic acid (27.2 g, 175 mmol) (for instance from Acros Organics, Belgium) in iPrOH (1200 ml.) and 30 ml. of DIEA was heated to reflux. After 1 h, the solution turned a clear brown color, at which time about 450 ml_ of solvent were removed via distillation. The remaining mixture was treated with DIEA (90 ml.) and heated to reflux for 16 hours. The reaction mixture was then further concentrated by distilling more solvent off (400 ml. over 4 hours), then continued heating at reflux overnight. The resulting mixture was cooled to room temperature and concentrated under reduced pressure to obtain a thick oil which was diluted with EtOAc (1.3 L), then sequentially washed with a 1 N HCI solution (2×500 ml_), and a saturated NaHCOs solution (500 ml_). Further dilution of the separated organic layer with a saturated NaCI solution (500 ml.) led to the formation of a thick precipitate. The entire mixture was filtered and the solid was washed with Et2O. The solid was dried overnight in a vacuum oven at 60 0C to obtain 2-({2-chloro-7-[(4- methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-6-fluorobenzoic acid as a yellow solid (61.63 g, 92%). 1H NMR (400 MHz, DMSO-d6) delta ppm 2.37 (s, 3 H), 6.67 (d, J=3.85 Hz, 1 H), 6.71 – 6.81 (m, 1 H), 7.31 (td, J=8.33, 6.04 Hz, 1 H), 7.48 (d, J=8.24 Hz, 2 H), 7.74 (d, J=4.03 Hz, 1 H), 7.98 (d, J=8.42 Hz, 2 H), 8.36 (d, J=8.24 Hz, 1 H); ESIMS (M+H)+ = 461.06.

With the rapid development of chemical substances, we look forward to future research findings about 934524-10-4.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 934524-10-4, 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.934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, molecular weight is 342.2, as common compound, the synthetic route is as follows.

A solution of 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (200 mg, 0.580 mmol), 3-aminobenzamide (83 mg, 0.61 mmol) and triethylamine (0.200 mL, 1.44 mmol) in dioxane (5 mL) was stirred at 1100C for 20 h. It was concentrated in vacuo. After the residue was acidified with HOAc ( 1 mL), it was purified by HPLC to give 3-(2-chloro-7-tosyl-7H- pyrrolo[2,3-d]pyrimidin-4-ylamino)benzamide (85 mg).

The chemical industry reduces the impact on the environment during synthesis 934524-10-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 934524-10-4, Adding some certain compound to certain chemical reactions, such as: 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C13H9Cl2N3O2S, 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 934524-10-4.

To a stirred solution of 4-methoxyphenol (87 mg, 0.70 mmol) in DMF (10 mL) was added Cs2CO3 (229 mg, 0.70 mmol). After 10 min, 2,4-dichloro-N-tosylpyrrolopyrimidine 3 (200 mg, 0.58 mmol) was added and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with H2O (40 mL) and extracted with EtOAc (2 * 30 mL). The combined organic extracts were washed with brine (6 * 25 mL), dried, filtered and the solvent was removed in vacuo to give a grey residue. The residue was purified by flash chromatography (20% EtOAc/Hexanes) and recrystallised from n-PrOH to give 5c (150 mg, 51%) as a white solid; mp 161-164 C; deltaH (CDCl3): 8.10 (2H, d, J 8.0 Hz), 7.55 (1H, d, J 4.0 Hz), 7.32 (2H, d, J 8.0 Hz), 7.06 (2H, d, J 9.0 Hz), 6.90 (2H, d, J 9.0 Hz), 6.41 (1H, d, J 4.0 Hz), 3.81 (3H, s), 2.40 (3H, s); deltaC (CDCl3): 163.0, 157.5, 154.1, 153.2, 146.2, 145.5, 134.3, 129.9, 128.7, 124.9, 122.2, 114.7, 106.6, 102.3, 55.6, 21.7; m/z (ESI): 430.0 (M[35Cl]H+), 432.0 (M[37Cl]H+); HRMS (ESI): M[35Cl]H+, found 430.0636. C20H17ClN3O4S+ requires 430.0623.

According to the analysis of related databases, 934524-10-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; O’Brien, Nathan J.; Brzozowski, Martin; Buskes, Melissa J.; Deady, Leslie W.; Abbott, Belinda M.; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 3879 – 3886;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 934524-10-4 ,Some common heterocyclic compound, 934524-10-4, molecular formula is C13H9Cl2N3O2S, 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.

General procedure: To a solution of 8 (1 equiv) in n-BuOH (20mL), corresponding amines (1.1 equiv) and N-ethyl-N-isopropylpropan-2-amine (1.2 equiv) were added. The mixture was stirred at 100C for 5h. The mixture was diluted with EtOAc and washed successively with water and brine. The organic layer was dried over Na2SO4, filtered, and evaporated. The resulting intermediate was purified by chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934524-10-4, its application will become more common.

Reference:
Article; Wang, Ruifeng; Chen, Yixuan; Zhao, Xiangxin; Yu, Sijia; Yang, Bowen; Wu, Tianxiao; Guo, Jing; Hao, Chenzhou; Zhao, Dongmei; Cheng, Maosheng; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 934524-10-4, 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.934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, molecular weight is 342.2, as common compound, the synthetic route is as follows.

Compound 10a (3.4 g, 10 mmol) was added to a 100 mL single-mouth bottle with magnetic stirring.And DMF (20 mL), stirred and dissolved, and added compound 11a (1.7 g, 10 mmol)And DIPEA (1.3g, 10mmol),The temperature was raised to 110 C under a nitrogen atmosphere and stirred to react overnight. Cool to room temperature,Add water (60 mL), extract with ethyl acetate (50 mL×3),Washed (100 mL×2), dried over anhydrous sodium sulfate, filtered and concentrated.The residue was passed through a silica gel column to give a white solid3.0 g, the yield was 63.2%.

Statistics shows that 934524-10-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (49 pag.)CN109851638; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 934524-10-4, 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 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (0.35g, 1.0 mmol), D-alaninol (0.10 mL, 1.3 mmol) and TEA (0.20 mL, 1.4 mmol) in dioxane (6 mL) was stirred at 7O0C for 20 h. Water and EtOAc were added. The organic phase was washed with IN HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(2-chloro-7- tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)propan-l-ol (0.38 g).

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 934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 934524-10-4, 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 934524-10-4 as follows.

A stirred solution of S-2 (5.00 g, 14.6 mmol) in EtOH (50 mL) taken in a round- bottom flask was charged with DIPEA (5.0 mL, 29.2 mmol) and S-11 (1.74 g, 20.5 mmol) at room temperature. The reaction mixture was heated to 80C for 5 h under nitrogen atmosphere and was concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel using 0- 50% EtOAc in hexanes as eluent to afford S- 12 (3.80 g, 65%, AMRI lot IN-SKY-C-11) as an off-white solid. The compound was characterized by 1H NMR analysis.1H NMR (400 MHz, CDCl3): delta 8.08 (d, J = 8.36 Hz, 2H), 7.39 (d, J = 4 Hz, 1H), 7.30 (d, J = 8.12 Hz, 2H), 6.43 (d, J = 4 Hz, 1H), 5.25 (d, J = 7.48 Hz, 1H), 3.7 (q, J = 14.44 Hz, 1H), 2.39 (s, 3H), 1.28 (d, J = 6.52 Hz, 3H), 0.91- 0.87 (m, 1H), 0.56- 0.41 (m, 2H), 0.39- 0.24 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934524-10-4, its application will become more common.

Reference:
Patent; SOUTHERN RESEARCH INSTITUTE; AUGELLI-SZAFRAN, Corinne, E.; SUTO, Mark; GALEMMO, Robert; MOUKHA-CHAFIQ, Omar; GUPTA, Vandana; ANANTHAN, Subramaniam; (254 pag.)WO2017/106771; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 934524-10-4, 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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

(+/-)-trans-Methyl 3 -aminobicyclo[2.2.2]octane-2-carboxylate (500 mg, 2.51 mmol) and 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (780 mg, 2.28 mmol) were dissolved in DMF (10 mL), then potassium carbonate (630 mg, 4.56 mmol) was added. The mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) to quench the reaction, and the resulting mixture was extracted with ethyl acetate (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (803 mg, 72 %).MS (ESI, pos.ion) m/z: 490.50 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 8.09 (d, J = 8.2 Hz, 2H), 7.44 (d, J = 3.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 6.48 (s, 1H), 4.52 (t, J = 5.8 Hz, 1H), 3.73 (s, 3H), 2.42 (s, 3H), 1.99 (s, 1H), 1.86 (s, 1H), 1.73 (s, 2H), 1.70 – 1.37 (m, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia