Month: March 2022

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.72141-44-7, name is 4-Chloro-2-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.5709, as common compound, the synthetic route is as follows.Application In Synthesis of 4-Chloro-2-methoxypyridine

Example A14 A solution of 4-amino-3-fluorophenol (0.20 g, 1.6 mmol) in 4 mL of anhydrous DMA was treated with potassium tert-butoxide (0.24 g, 1.9 mmol). The resultant dark-red solution was stirred at RT for 1 hour in a capped vial. 4-Chloro-2-methoxypyridine (0.26 g, 1.6 mmol) was added and the reaction mixture was heated overnight at 100 C. Water (50 mL) was added and the solution was extracted with ethyl acetate (3*50 mL). The combined organic layers were washed with brine, dried (Na2SO4), concentrated in vacuo and purified by silica gel column chromatography to obtain 2-fluoro-4-(2-methoxypyridin-4-yloxy)benzenamine (0.20 g, 58% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.02 (d, J=6.0 Hz, 1H), 6.95 (dd, J=2.8, 12.0 Hz, 1H), 6.82 (dd, J=8.4, 8.8 Hz, 1H), 6.73 (dd, J=2.0, 8.4 Hz, 1H), 6.54 (dd, J=2.4, 6.0 Hz, 1H), 6.10 (d, J=2.4 Hz, 1H), 5.17 (s, 1H), 3.81 (s, 3H); MS (ESI) m/z: 235.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72141-44-7, 4-Chloro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52605-96-6 ,Some common heterocyclic compound, 52605-96-6, molecular formula is C6H6ClNO, 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.

2-Chloro-3-methoxypyridine (1.22 g, 8.46 mmol) was dissolved in hydrazine hydrate (1 : 1) (10 ml) and stirred at reflux for 4 h. The reaction mixture was cooled to room temperature and evaporated. The residue was retaken in 10% methanol in chloroform and washed with an aqueous potassium carbonate solution. The aqueous phase was extracted with 10% methanol in chloroform . The combined organic layers were dried over magnesium sulfate and evaporated affording 781 mg (59% of th.) of the title compound. LC-MS (Method 6): Rt = 0.76 min; MS (ESIpos): m/z = 140 [M+H]+-NMR (400 MHz, DMSO-d6) delta [ppm] : 7.65 (dd, 1H), 7.09-6.87 (m, 2H), 6.56 (dd, 1H), 4.37- 3.85 (br. s, 2H), 3.76 (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. 52605-96-6, 2-Chloro-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (131 pag.)WO2019/81306; (2019); A1;,
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. 905273-87-2, name is 6-Chloro-N,N-diisopropylnicotinamide, molecular formula is C12H17ClN2O, 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. category: pyridine-derivatives

To a stirred solution of diisopropylamine (1 g, 9.88 mmol, 4.76 equiv) in ether (30 mL) at -50C maintained under nitrogen was added a 2.5 M solution of n-BuLi (5 mL) in hexanes dropwise The reaction mixture was stirred for 30 min a -50C then solid 6- chloro-N,N-bis(propan-2-yl)pyridine-3-carboxamide (500 mg, 2.08 mmol, 1.00 equiv) was added in a single portion. The resulting solution was stirred for 30 min at -50C DMF (1 mL) was then added dropwise with stirring. The reaction mixture was stirred at -50C for 3 h and then warmed to rt and stirred overnight. The reaction was quenched by the addition of 10% aqueous citric acid solution (30 mL) and then extracted with 2×50 mL of ether. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to give 0.5 g of crude 6-chloro-4-formyl-N,N-bis(propan-2-yl)pyridine-3-carboxamide as a yellow solid. LC/MS (Method G, ESI): RT= 1.40 min, m/z = 269.0 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 905273-87-2.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); 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. 886371-28-4, name is 3-Bromo-6-chloroimidazo[1,2-a]pyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C7H4BrClN2

General procedure: To an oven-dried 5 mL microwave vessel was addedPd(dppf)Cl2·CH2Cl2 (4 mol%), aryl halide/pseudohalide (1equiv.), organoboron (1 equiv.), and K3PO4 (3 equiv.). The vesselwas then capped and purged with N2 before addition of DMI (1mL, 0.25 M) and H2O (5 equiv.). The reaction mixture washeated to 60 C and maintained at this temperature with stirringfor 1 h before the vessel was vented and decapped. Thesolution was then diluted with EtOAc (10 mL) and washed withwater (2 × 20 mL) and brine (2 × 20 mL). The organics were thenpassed through a hydrophobic frit and concentrated underreduced pressure to give a residue, which was purified by flashchromatography (silica gel) to afford the product.

The synthetic route of 886371-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wilson, Kirsty L.; Murray, Jane; Sneddon, Helen F.; Jamieson, Craig; Watson, Allan J. B.; Synlett; vol. 29; 17; (2018); p. 2293 – 2297;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1012084-53-5, 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. 1012084-53-5, name is 5-Bromo-2-fluoropyridin-3-ol, molecular formula is C5H3BrFNO, 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.

To a stirred suspension of 5-bromo-2-fluoropyridin-3-ol (7.77 g, 40.47 mmol) and potassium carbonate (8.39 g, 60.71 mmol) in acetonitrile (75 mL) was added iodoethane (6.63 g, 42.50 mmol). The resulting mixture was heated to reflux. After 16 h, the tanmixture was allowed to cool to room temperature and was diluted with water (250 mL). The mixture was extracted with diethyl ether (2 x 75 mL). The combined organic phases were dried over magnesium sulfate, filtered, and concentrated to provide 8.31 g (93%) of 5-bromo- 3-ethoxy-2-fluoropyridine as a tan solid.

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 1012084-53-5, 5-Bromo-2-fluoropyridin-3-ol.

Reference:
Patent; GENZYME CORPORATION; KANE, John, L., Jr.; BARBERIS, Claude; CZEKAJ, Mark; ERDMAN, Paul; GIESE, Barret; KOTHE, Michael; LE, Tieu-binh; LIU, Jinyu; MA, Liang; METZ, Markus; PATEL, Vinod; SCHOLTE, Andrew; SHUM, Patrick; WEI, Limli; (408 pag.)WO2017/15267; (2017); 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.623585-74-0, name is Methyl 2,5-dichloroisonicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.category: pyridine-derivatives

Two solutions of methyl 2,5-dichloroisonicotinate (623585-74-0, 894 mg, 4.34 mmol) in THF (18 mL) and dimethylzinc (2M in toluene, 5.3 mL, 10.6 mmol) in toluene (12.7 mL) were pumped using a syringe pump through a column containing SyliCat DPP- Pd (800 mg, 0.26 mmol/g) at 80 C, 0.1 mL/min (each), Rt= 5 min. The outlet solution was collected onto water and the solvent evaporated in vacuo. The crude was diluted with water and extracted with DCM and washed with water (3x). The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo to yield intermediate compound 1-107 (481 mg, 67%) as a colorless oil/solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623585-74-0, Methyl 2,5-dichloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; CONDE-CEIDE, Susana; ANDRES-GIL, Jose, Ignacio; DELGADO-GONZALEZ, Oscar; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; (211 pag.)WO2016/16395; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1146970-26-4, 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. 1146970-26-4, name is 5-Chloro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H7ClN2, 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.

(6) The 5-chloro-7-azaindoline obtained in step (5), manganese dioxide was added to toluene, 5-chloro-7-azaindoline,Manganese dioxide, toluene weight ratio of 17:45:80, heated to 60 C and refluxed for 3 hours, cooled to room temperature after the product was filtered,The filter cake was washed three times with trichloromethane. The combined filtrates were evaporated to dryness and recrystallized from methyl acetate to give 5-chloro-7-azaindole.

According to the analysis of related databases, 1146970-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ye Fang; (10 pag.)CN106279156; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem