Day: March 2, 2022

Electric Literature of 695-98-7, 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. 695-98-7, name is 2,3,5-Trimethylpyridine, molecular formula is C8H11N, 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.

The yield of the product 2,3,5-collidine obtained from 3,5-lutidine used as a starting material was 86percent, and that of 2,3,5,6-tetramethylpyridine obtained therefrom was 3.4percent. The selectivities of the above-mentioned products were 96.3percent and 3.7percent, respectively.

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 695-98-7, 2,3,5-Trimethylpyridine.

Reference:
Patent; Koei Chemical Co., Ltd.; US4658032; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1026796-81-5, 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. 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide. A new synthetic method of this compound is introduced below.

[00180] To a mixture of N-(4-bromopyridin-2-yl)acetamide (17.2 g, 80 mmol), 4,4,4,4,5,5,5,5?- octamethyl-2,2?-bi-1,3,2-dioxaborolane (26.4 g, 104 mmol), Pd(dppf)C12 (11.7 g, 16 mmol) and KOAc (23.6 g, 240 mmol) under an atmosphere of nitrogen was added anhydrous DMF (1500 mL). The mixture was allowed to stir at 80C for 3.5 h. The solvent was removed and the residue was diluted with EtOAc (1000 mL). Activated carbon (100 g) was added. The slurry was heated at reflux for 5 mm and then filtered. The organic solution was concentrated and the residue was recrystallized from EtOAc to give N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (6.1 g, 29%) as a white solid. 1H NEVER (400 JVEFIz, DMSO-ds): 6 1.29 (s, 12H), 2.09 (s, 3H), 7.24 (dd, J= 6.0, 1.2 Hz, 1H), 8.30-8.33 (m, 2H), 10.47 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1026796-81-5, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 849068-61-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 849068-61-7

Example 1; Methyl 5-bromo-l/7-pyrrolo [2,3-/>] pyridine-3-carboxylate; A solution of 5-bromo-l//-pyrrolo[2,3-6]pyridine (0.200 g, 1.01 mmol; described in: Mazeas,D. et al, Heterocycles 1999, 50, 1065-1080) in dichloromethane (12 mL) was added to asuspension of aluminum chloride (0.704 g, 5.28 mmol) in dichloromethane (5 mL) under anatmosphere of nitrogen. The resulting mixture was stirred at room temperature for 40 min togive a brownish solution. Trichloroacetyl chloride (0.56 mL, 5.0 mmol) was added and themixture was stirred at room temperature for 17 h. Methanol (10 mL) was added and thesolvent was evaporated in vacuo. The residue was treated with aqueous potassium hydroxide(3 M, 10 mL) and methanol (5 mL) and heated at 60 C for 1 h and 15 min. The mixture wasallowed to cool to room temperature and the pH was adjusted to 1-2 using aqueoushydrochloric acid (2 M). The aqueous phase was extracted with ethyl acetate, dried oversodium sulfate, and the solvent was evaporated to give a brown residue. Acetyl chloride (10mL) was added dropwise to cooled methanol (0 C, 20 mL). The resulting solution was addedto a solution of the brown residue in methanol (10 mL) at room temperature, and the resultingmixture was heated at reflux for 3 h. The mixture was allowed to cool to room temperatureand the solvent was evaporated to give a yellow solid. The crude product was purified on asilica gel column using a gradient, ethyl acetate/heptane mixture (10, 20, 30,40, 50% ethylacetate), as the eluent to give 0.165 g (64% yield) of the title compound as a pale pink solid:’H NMR (DMSO-d6, 300 MHz) 5 12.80 (br s, 1 H), 8.41 (s, 2 H), 8.30 (d, J= 3.0 Hz, 1 H),3.83 (s, 3 H); 13C NMR (DMSO-d6, 75 MHz) 6 163.9, 147.0, 144.1, 134.5,130.5, 119.6,113.1, 105.0, 51.1; MS (ES) m/z 255 and 257 (M++l).

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, 849068-61-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid.

Reference:
Patent; ASTRAZENECA AB; WO2006/1754; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid, the common compound, a new synthetic route is introduced below. Formula: C7H6N2O4

REFERENTIAL EXAMPLE 3 Synthesis of N,N-diethyl 2-methyl-5-nitronicotinamide (No. 98) In dry chloroform were dissolved 0.3 g of 2-methyl-5-nitronicotinic acid and 1.5 ml of diethylamine. After addition of 10 g of phosphorous pentaoxide, the mixture was stirred with heating at 55 – 60 C. for 3 hours. After cooling, the chloroform portion was separated and evaporated under reduced pressure. The residue was, after addition of water, neutralized with sodium hydrogen carbonate and extracted with ethyl acetate. The extract was concentrated and purified on a silica gel column to give 0.25 g of a colorless oil. Analysis for C11 H15 N3 O3:

The synthetic route of 59290-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sankyo Company Limited; US4053608; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 90610-06-3, name is Methyl 2-(6-methylpyridin-3-yl)acetate, molecular formula is C9H11NO2, 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. Application In Synthesis of Methyl 2-(6-methylpyridin-3-yl)acetate

To a stirred solution of methyl (6-methylpyridin-3-yl)acetate (60 mg, 0.36 mmol) in methanol (5 ml) was added NaOH (1.0 ml of a 2M aqueous solution, 2.0 mmol) and the resulting solution was heated at 65 0C for 2 hours. The solvent was then removed at reduced pressure and the resulting residue was dissolved in methanolic HCl (5 ml) and then reconcentrated to yield the title product (54 mg, quant, yield) that was used without further purification. LCMS data: Calculated MH+ (152); Found 100% (MH+) m/z 152, Rt = 0.79 min. Method C.

With the rapid development of chemical substances, we look forward to future research findings about 90610-06-3.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; DAVENPORT, Adam, James; HALLETT, David, James; STIMSON, Christopher, Charles; WO2010/86403; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.188577-68-6, name is 4,5-Dichloropyridin-2-amine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.name: 4,5-Dichloropyridin-2-amine

Description 77: 2,4,5-trichloropyridine (D77); 4,5-dichloro-2-pyridinamine D76 (360 mg) was dissolved in HCl (8 ml, 96 mmol) at O0C, then sodium nitrite (305 mg, 4.42 mmol) was added portionwise, and the resulting yellow mixture was stirred at 0 0C for 1 hour and then at room temperature for 1 hour. On the basis of HPLC/MS, starting material was consumed to give the required product and the corresponding pyridone.The reaction was then poured into ammonium hydroxide (10 ml) in ice and extracted with Et2O (3×150 ml). The collected organic phases were dried over Na2SO4, then filtered and carefully concentrated (max 200 mBar) to give the title compound D77 (200 mg) as yellow oil.UPLC (Acid GEN_QC_SS): rt = 0.86 minutes, peak observed: 184 (M+2) C5H2Cl3N requires 182.1H NMR (400 MHz, CHLOROFORM- d) delta ppm 7.48 (s, 1 H) 8.43 (s, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188577-68-6, 4,5-Dichloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73455-13-7, 4,5-Dichloropicolinic acid, 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: C6H3Cl2NO2, blongs to pyridine-derivatives compound. Formula: C6H3Cl2NO2

A mixture of HATU (155 mg, 0.41 mmol), 4,5-dichloropicolinic acid (39 mg, 0.20 mmol) and (S)-2-(methoxymethyl)pyrrolidine (117 mg, 1.02 mmol) was stirred at 25C for 16h. The crude reaction mixture was directly purified by preparative HPLC (15 min gradient of 60:40 to 0:100 hhOMeOH (both modified with 0.1 % formic acid); flow rate 20 mLmin 1) affording the title compound (39 g, 66%) as a colourless oil that existed as a mixture of rotamers. Rotamer . 1 H NMR (500 MHz, Methanol-d4) d 8.71 (s, 1 H), 7.96 (s, 1 H), 4.44- 4.38 (m, 1 H), 3.82-3.75 (m, 1 H), 3.68-3.64 (m, 2 H), 3.40 (s, 3 H), 2.14-1.96 (m, 5 H). Rotamer B : 1 H NMR (500 MHz, Methanol-d4) d 8.69 (s, 1 H), 7.95 (s, 1 H), 4.85-4.78 (m, 1 H), 3.75-3.69 (m, 1 H), 3.63-3.58 (m, 2 H), 3.17 (s, 3 H), 2.14-1.96 (m, 4 H), 1.94-1.80 (m, 1 H). LCMS (Method T2) Rt = 1.39 min; m/z 289.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73455-13-7, 4,5-Dichloropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1448428-04-3 ,Some common heterocyclic compound, 1448428-04-3, molecular formula is C24H24FN7O, 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.

Compound WXBB-16 (740.00 mg, 1.27 mmol, 1.00 eq) (a purity of 76.2%), benzylamine (420.00 mg, 3.92 mmol, 428.57 muL, 3.09 eq), and potassium carbonate (550.00 mg, 3.98 mmol, 3.13 eq) were dissolved in acetonitrile (20.00 mL). Then the reaction was stirred at 90 C. for 48 hours. The reaction solution was added with water (30 mL), and then extracted with dichloromethane (30 mL*3). The organic phases were combined and dried over anhydrous sodium sulfate (15 g). The anhydrous sodium sulfate was filtered off, and the filtrate was dried on a rotary evaporator. The crude product was separated and purified by Prep-HPLC (column: Xtimate C18 150*25 mm*5 mum; mobile phase: [water (0.225% FA)-ACN]; B %: 25%-50%, 11.5 min) to obtain compound WX011-1. MS m/z: 533.2 [M+H]+.

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. 1448428-04-3, Selonsertib, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-5-iodopyridin-2-amine

In a one-neck round bottom flask, 90.7 g (357.1 mmol) of compound IF was added to 500 ml of NMP, and 21.4 g (182.1 mmol) of Zn(CN)2 was added, and 41 g (35.7 mmol) of Pd(PPh3)4 was quickly added, reacted at 135C for 5 h. After the reaction was completed, a brown oily liquid was given. The reaction mixture was slowly poured into 3 L of ice water under stirring, and a large amount of tan solid was precipitated, filtered, washed with water and dried to give compound 1G, ESI-MS m/z: 154.2 [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, 670253-37-9, 4-Chloro-5-iodopyridin-2-amine.

Reference:
Patent; Shanghai Zheye Biotechnology Limited-Liability Company; LIU, Jianyu; ZHANG, Haidong; (30 pag.)EP3564242; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60010-03-9 ,Some common heterocyclic compound, 60010-03-9, molecular formula is C6H4Cl2N2O2, 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.

Methylamine (2M in THF, 1.5 L, 3000 mmol) was added to a solution of 2,6-dichloro-4-methyl-3- nitropyridine (Step 1 of Example 1, 295 g, 1425 mmol) THF (4.5 L) while maintaining the temperature at 20C. The reaction mixture stirred for 2 h at rt, diluted with EtOAc (3 L) andwater (5 L). The organic layer was separated and the aqueous layer was extracted with EtOAc (2 L). The combined organic extracts were washed with brine (5 L), dried (Na2504), filtered and the filtrate was evaporated in vacuo at 30C to afford the title compound (285 g, purity 81%) as yellow crystals. Rt: 1.07 mm (LC-MS 1); MS mlz: 201.0 [M] (LC-MS 1).

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. 60010-03-9, 2,6-Dichloro-4-methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BOLD, Guido; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUeEGER, Heinrich; VAUPEL, Andrea; WO2015/75665; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem