Category: 335654-06-3

Synthetic Route of 335654-06-3, 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.335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.57, as common compound, the synthetic route is as follows.

N-lodosuccinimide (742 g, 3.30 mol) was added to 2-chloro-7H-pyrrolo[2,3-c/]pyrimidine (482.5 g, 3.14 mol) in acetonitrile (2500 mL) at 12C. The mixture was stirred at room temperature for 1 hour then sodium metabisulphite (650 g in 4500 mL of water) was added. The mixture was stirred for 1 hour then filtered to afford the title compound as a orange solid in 82% yield, 716.2 g. 1H NMR (400 MHz, DMSO-d6): delta ppm 7.83 (s, 1 H), 8.63 (s, 1 H), 12.73 (s, 1 H)

The chemical industry reduces the impact on the environment during synthesis 335654-06-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3, 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. 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4ClN3, 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 1. 2-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidineTo a solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (27 mg, 0.16 mmol, prepared as reported in Bioorganic and Medicinal Chemistry Letters, 16(22), 5778-5783 (2006)) in DMF (0.15 mL) was added potassium carbonate (67 mg, 0.48 mmol), followed by methyl iodide (10 microL, 0.16 mmol). The mixture was stirred in a sealed vial at RT for 3 h. The reaction was diluted with DCM and acetonitrile, filtered and concentrated. The product was purified by flash column chromatography on silica gel, eluting with 0-50% ethyl acetate in hexanes to afford product as a white solid (13 mg, 47%). LCMS (M+H)+: 167.9, 169.9.

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 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-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, Formula: C6H4ClN3, blongs to pyrimidines compound. Formula: C6H4ClN3

To a stirred solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (20 g, 130 mmol) in DMF (300 mL) was added NBS (27.8 g, 156 mmol) at 0 oC under nitrogen atmosphere. The resulting solution was stirred for 2 h at room temperature. The resulting solution was poured into ice/water (1000 mL). Solid was precipitated and filtered. The filter cake was dried in a vacuum oven at room temperature to afford 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine (30 g, 99%) as a white solid. 1H NMR (400 MHz, DMSO-d6) d 12.79 (br s, 1H), 8.86 (s, 1H), 7.90 (d, J = 2.5 Hz, 1H). LC/MS (ESI, m/z): [(M + 1)]+ = 231.95, 233.90, 235.95

At the same time, in my other blogs, there are other synthetic methods of this type of compound,335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3 ,Some common heterocyclic compound, 335654-06-3, molecular formula is C6H4ClN3, 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.

N-Bromosuccinimide (11374.5 g, 64.04 mol, 2.0 eq.) Was added portionwise to a solution of compound III (4907.0 g, 31.91 mol, 1.0 eq.) In acetonitrile Completed, at room temperature (25 ) for 17 hours, monitoring the reaction was complete.The reaction solution was slowly added to 100L of ice water, precipitated a large amount of solid, suction filtration, the filter cake washed with water (50L × 3), dried to obtain 7117.2g white white solid.Yield: 95.82%.1H-NMR (400 MHz, DMSO-d6) delta (ppm) 12.78 (brs, 1H); 8.85 (s, 1H); 7.89 (s, 1H)

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. 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Rong Liang; Li Jin; Li Hui; Jie Yuanping; Wu Xihan; Yang Minmin; (12 pag.)CN105949196; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3, 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 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 266A in 10 mL of NH3 (7N in MeOH) was heated at 130 C in sealed tube overnight. The reaction was monitored by LC/Mass until completion. Remove the solvent and used as crude. MS (m/z) 135 [M+H]+.

According to the analysis of related databases, 335654-06-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 335654-06-3, 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 335654-06-3 as follows.

2-chloro-7H-pyrrolo[2,3-T]pyrimidine (330 mg; 2.15 mmol) and JV-iodosuccinimide (580 mg; 2.58 mmol) are taken up in 3.3 mL DMF and stirred for 1 h at 200C. The reaction mixture is extracted with sodium thiosulphate solution and ethyl acetate. The combined organic phases are dried, the solvent is eliminated in vacuo and A.21 (EtaPLC- MS: tRet. = 1.60 min; MS(M+Eta)+ = 280; method FEC3) is obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,335654-06-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
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. 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

4-methoxy-7H-pyrrolo[2,3-d]pyrimidine (3) or 2-methoxy-7H-pyrrolo[2,3-d]pyrimidine (4) is prepared by reacting 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1) or 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (2), respectively, with sodium hydroxide in methanol as described by Girgis, N. et.al., J. Heterocyclic. Chem. 1989, 26:317-325.

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, 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia