Month: April 2022

Synthetic Route of 179687-79-7, 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 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the relevant nitro derivative (1a-d) (1 equiv., 3 mmol), reduced iron powder (3 equiv., 9 mmol, 0.5 g) and NH4Cl (9 equiv., 27 mmol, 1.44 g) in 70% EtOH/H2O (20 mL) was heated at reflux temperature (70 oC) for 2 hours. The reaction mixture was filtered over a Celite pad to remove the insoluble iron oxides. The filtrate was evaporated under vacuum to residue, to which EtOAc was added, then the resulting suspension was filtered to remove the inorganic salts. The filtrate was dried over anhydrous Na2SO4 and evaporated under vacuum affording crystals of the designated compounds (2a-d), then the crystals were washed with cold n-hexane. [2-4]

According to the analysis of related databases, 179687-79-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Milik, Sandra N.; Abdel-Aziz, Amal Kamal; Lasheen, Deena S.; Serya, Rabah A.T.; Minucci, Saverio; Abouzid, Khaled A.M.; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 316 – 336;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 10128-72-0, Methyl 3-hydroxyisonicotinate, 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: C7H7NO3, blongs to pyridine-derivatives compound. Formula: C7H7NO3

The title compound was prepared from methyl 3-hydroxy-4-pyridinecarboxylate (495 mg; 3.232 mmol) and compound 30a (967 mg; 3.394 mmol) according to the General Procedure XXII. In order to increase yield 2 equivalents of triphenylphosphine (1.98 g; 6.788 mmol) and DIAD (1.34 mL; 6.788 mmol) were used. Purification on silica-gel column chromatography (petroleum ether/AcOEt system) afforded the title product as a white solid (1.0 g; 2.375 mmol; 73% yield). NMR (CDCb, 400 MHz) delta: 8.37 (d, J = 4.8 Hz, 1H), 8.34 (s, 1H), 7.66 (d, J = 4.6 Hz, 1H), 7.25 (AlphaAlpha’BetaBeta’, J = 6.7 Hz, 2H), 7.17 (AlphaAlpha’BetaBeta’, J = 6.8 Hz, 2H), 5.36 (d, J = 7.8 Hz, 1H), 4.21- 4.01 (m, 3H), 3.98 (s, 3H), 3.07-2.93 (m, 2H), 1.42 (s, 9H).

The synthetic route of 10128-72-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONCOARENDI THERAPEUTICS SP. Z O.O.; MAZUR, Marzena; KORALEWSKI, Robert; BOREK, Bartlomiej; OLEJNICZAK, Sylwia; CZESTKOWSKI, Wojciech J.; PIOTROWICZ, Michal C.; OLCZAK, Jacek P.; GOLEBIOWSKI, Adam A.; BARTOSZEWICZ, Agnieszka; MAZIARZ, Elzbieta; KOWALSKI, Michal L.; (274 pag.)WO2017/37670; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 204378-41-6 ,Some common heterocyclic compound, 204378-41-6, molecular formula is C8H8ClNO3, 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.

A solution of 6-chloro-4-methoxy-2-carboxylic acid methyl ester (2.63 g, 13.0 mmol) in dioxane (150 mL) is degassed and put under argon before Pd(dppf) (109 mg, 133 mumol) is added. To this mixture, 1-ethyl-propyl zink bromide (50 mL of a 0.5 M solution in THF, 25.0 mmol) is added dropwise. The mixture is stirred at 76°C for 15 h. The mixture is cooled to rt, diluted with water and extracted twice with EA. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 6-(1-ethyl-propyl)-4-methoxy-pyridine-2- carboxylic acid methyl ester (450 mg) as a pale yellow oil; LC-MS**: tR = 0.46 min; [M+1]+ = 238.34.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,204378-41-6, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/109872; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, 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.

Step 5: 1H-Pyrazolo[3,4b]pyridine-3-carboxylic Acid Methyl Ester The mixture of solids from the preceding step 4 (95 g) was suspended in methanol (500 mL) and sulfuric acid (5 mL) was added carefully. The reaction mixture was then heated to reflux for 6-8 h, and the reaction was monitored using TLC. After completion of the reaction, inorganic solids were filtered off from the reaction mixture and the solid cake was washed with hot methanol. The main filtrate and the washings were combined, then methanol was distilled off under reduced pressure on the rotary evaporator. The resulting solids were suspended in 5% sodium bicarbonate solution (300 mL) and stirred for 5 min. at room temperature. The white solids were filtered off and dried in an oven at 90-95 C. to constant weight (8.07 g, 42% based on 3-methyl-1H-pyrazolo[3,4b]pyridine), mp 201-203 C. 1H NMR: (CDCl3) 14.4 (brs, 1H), 8.74 (dd, J=4.6 and 1.5 Hz, 1H), 8.64 (dd, J=8.1 and 1.5 Hz, 1H), 7.39 (dd J=8.1 and 4.6 Hz, 1H), 4.10 (s, 3H).

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. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Georg, Gunda I.; Tash, Joseph S.; Chakrasali, Ramappa; Jakkaraj, Sudhakar Rao; US2006/47126; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73841-32-4, 3-Iodopicolinic 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, SDS of cas: 73841-32-4, blongs to pyridine-derivatives compound. SDS of cas: 73841-32-4

Description 2; Methyl 3-iodo-2-pyridinecarboxylate (D2); A mixture of D1 (3.0 g, 0.012 mol) and c.H2SO4 (2 ml) in MeOH (100 ml) was heated at 65° C. for 18 h. After this period, solvents were evaporated in vacuo and the residue basified with solid NaHCO3. The residue was then extracted with EtOAc (3.x.100 ml). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo to afford the title compound (2.2 g, 70percent). deltaH(CDCl3, 250 MHz) 4.01 (3H, s), 7.13 (1H, dd), 8.29 (1H, dd), 8.64 (1H, dd). MS (ES): C7H61NO2 requires 263. found 264 (MH+)

The synthetic route of 73841-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2008/312209; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72617-82-4, name is 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

EXAMPLE 8 1-(2,6-Dichlorobenzoyl)-3-(6-(2,2,2-Trifluoroethoxy)-3-Pyridinyl)Urea 2-(2,2,2-Trifluoroethoxy)-5-aminopyridine (0.5 gram) and 2,6-dichlorobenzoyl isocyanate (0.5 gram) were mixed in ethyl acetate, and the reaction mixture stirred overnight (about 18 hours) at room temperature. Solvent was removed by evaporation and the product residue crystallized from ethyl acetate-hexanes, yield 0.6 gram, m.p., 146-148 C. Calc. for C15 H10 Cl2 F3 N3 O3: C, 44.14; H, 2.47; N, 10.30. Found: C, 44.36; H, 2.54; N, 10.03.

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, 72617-82-4, 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine.

Reference:
Patent; Eli Lilly and Company; US4173639; (1979); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 34486-24-3, Adding some certain compound to certain chemical reactions, such as: 34486-24-3, name is 2-Amino-6-(trifluoromethyl)pyridine,molecular formula is C6H5F3N2, 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 34486-24-3.

To a mixture of 6-(trifluoromethyl)pyridin-2-amine (600 mg, 3.7mmol) in MeOH (10 mL) was added NBS (659 mg, 3.7mmol) in portions at 0oC. The reaction mixture was stirred at r.t. overnight. The reaction mixture was concentrated under reduced pressure and the residue was purified by chromatography (eluted with PE:EA = 4:1) to afford the title compound (650 mg, 73.1% yield) as a white solid. Retention time (LC-MS): 1.33 min. MH+ 241.

According to the analysis of related databases, 34486-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63237-88-7, 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 63237-88-7 as follows.

To a solution of pyrazolo[1 ,5-a]pyridine-2-carboxylic acid (0.202 g; 1.246 mmol) in dichloromethane (2 mL) were added HATU (0.472 g; 1.241 mmol) and DIPEA (0.450 mL; 2.577 mmol). After stirring for 5 min at room temperature, Lambda/,Omicron-dimethylhydroxylamine hydrochloride (0.128 g; 1.312 mmol) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane and washed with water. The phases were separated. The organic phase was washed with a 1 N hydrochloric acid solution, a 1 N sodium bicarbonate solution and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give N-methoxy-N-methylpyrazolo[1 ,5-a]pyridine-2- carboxamide which was used in the next step without further purification. ESI/APCI (+): 206 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185041-05-8 , The common heterocyclic compound, 185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, 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.

B. Methyl 2-chloro-4-cyanonicotinate A solution of methyl 2-chloro-4-iodonicotinate (3.20 g, 10.76 mmol) and cyanocopper (0.963 g, 10.76 mmol) in DMA (40 mL) was stirred at 140 C. overnight. Following reaction, the mixture was filtered through Celite and the filtrate was diluted with H2O and EtOAc. The aqueous phase was extracted with EtOAc. The organic phases were combined, washed with H2O and brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2 (Hexane/EtOAc=10/1) to give the title compound as a white solid (730 mg, 34.5%). 1H NMR (500 MHz, CDCl3) delta ppm 4.07 (s, 3H), 7.57 (d, J=5.37 Hz, 1H), 8.66 (d, J=4.88 Hz, 1H).

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2011/152273; (2011); 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. 89364-04-5, name is 3-Bromo-4-nitropyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

Example 1 (0052) Non-radioactive fluorination of 3-bromo-4-nitropyridine (3): 10 muL of 1 M tetrabutylammonium fluoride (TBAF) solution in THF (10 mumol, 0.5 eq.) was added to a solution of 3-bromo-4-nitropyridine (96%, Aurum Pharmatech, LLC) (20 mumol, 1 eq.) in 500 L of anhydrous dimethylsulfoxide (DMSO) in a 2 mL HPLC vial. The reaction was analyzed by HPLC (conditions A). Retention times: 3-bromo-4-nitropyridine (3)=10.83 min, 3-fluoro-4-nitropyridine=8.38, 3-bromo-4-fluoropyridine (6)=11.76 min. Retention times for the product matched within 0.05 min the reference standard. Identity of the product was confirmed by HR-MS (m/z M+ exp.: 174.9423, calc: 174.9433) and 1H, 13C and 19F NMR. Product amount was calculated from the area under the curve of the HPLC UV1 trace using a calibration curve.

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Chicago; Brugarolas, Pedro; (35 pag.)US2017/355648; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem