Month: April 2022

Synthetic Route of 1235036-15-3, 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.1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate, molecular formula is C10H11BrClNO2, molecular weight is 292.56, as common compound, the synthetic route is as follows.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (3.06 g) in tetrahydrofuran (50 mL) and water (20 mL) was added Example 1.14.1 (4.45 g), 1,3,5,7-tetramethyl-8-tetradecyl-2,4,6-trioxa-8-phosphaadamantane (0.732 g), Pd2(dba)3 (0.479 g), and K3PO4 (11 g). The mixture was stirred at reflux overnight and concentrated. The residue was dissolved in ethyl acetate (500 mL) and washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 20-40% ethyl acetate in dichloromethane, to provide the title compound. MS (ESI) m/e 530.23 (M+H)+.

Statistics shows that 1235036-15-3 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54718-39-7, 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.54718-39-7, name is 2,5,6-Trichloronicotinic acid, molecular formula is C6H2Cl3NO2, molecular weight is 226.4446, as common compound, the synthetic route is as follows.

1,1′-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6-trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif., USA) in THF (400 mL), allowing gas evolution to cease between additions. The resulting mixture was stirred for 5 min and then was degassed with house vacuum and flushed with nitrogen (*2). The resulting mixture was heated to 50 C. for 60 min, then diluted with toluene (100 mL) and concentrated to half volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mL, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 min at room temperature, diluted with EtOAc (200 mL) and washed with water (3*100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was suspended in 9:1 heptane/EtOAc (300 mL) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloronicotinamide (Intermediate P, 46.2 g, 92% yield).

Statistics shows that 54718-39-7 is playing an increasingly important role. we look forward to future research findings about 2,5,6-Trichloronicotinic acid.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

a, under the protection of nitrogen,(0.194 mmol) of [Ir(COD)Cl] 2 (1,5-cyclooctadiene ruthenium chloride dimer) was sequentially added to the reaction flask,R-(+)-1,1′-binaphthyl-2,2′-diphenylphosphine (0.192 mmol), 150 ml of toluene, stirred at room temperature for 20 min, then added potassium iodide 20.59 g (0.0962 mol) and3-Chloro-4-methylpyrene 12.27g (0.0962mol), the reaction flask was placed in a stainless steel autoclave, replaced with hydrogen three times, and finally rushed to the required hydrogen pressure of 600 psi, reacted at room temperature for 12 h, slowly Release hydrogen, dilute the reaction system with 150 mL of dichloromethane, add 150 mL of saturated sodium carbonateThe solution was stirred for 15 min, the organic layer was separated, and then aqueous layer was extracted with dichloromethane (3×150mL). The organic layer was combined and dried over Na2SO4 to remove solvent to give compound III 17.89 g, yield 99.2%, HPLC purity 99.96%. The ee value is 95%.

According to the analysis of related databases, 72093-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Zhibin; Qin Lili; Li Xuanxuan; (9 pag.)CN108794491; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 728034-12-6, 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. 728034-12-6, name is 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde. A new synthetic method of this compound is introduced below.

EXAMPLE 1; Preparation of 4-(3-methylphenyl)aminopyridine-sulfonamide; 2L three-neck flask, equipped with a mechanical stirrer, thermometer and condenser, was charged with water (500 ml) and 4-chloro-3- pyridinesulfonamide hydrochloride (100g, 0.44 mol). To this suspension was added m-toluidine (49.2 ml, 0.46 mol) at room temperature. The reaction mixture was heated to 90C for a minimum period of 3 h. The progress of the reaction was followed by HPLC. After completion, the mixture was cooled to room temperature. The pH of the reaction was then adjusted carefully to pH 7-8 with sat. NaHC03 (ca. 1.1 l). The product was precipitated out and isolated by vacuum filtration as beige solid (126.2 g wet weight). The product was then dissolved in MeOH (1.0 l) at room temperature and charged with Darco KB (25g). The solution was refluxed for 0.5 h and then filtered through a patch of celite to remove Darco KB, while still hot, and rinsed with hot MeOH (200 ML). The filtrate was then charged with water (1.2 l) and stirred for a minimum of 1 h at room temperature. The product, which had precipitated out, was isolated by vacuum filtration to obtain a solid 106.3 g (92% wet weight =>99.8% purity a/a). 1H NMR (d6-DMSO) ; 2.30 (s, 3H), 7.00-7. 15 (m. 5H), 7.32 (m, 1H), 7.75 (brs, 1.5H), 8.05 (brs, 0.5H), 8.25 (d, 1H), 8.68 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,728034-12-6, 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; TORCAN CHEMICAL LTD.; WO2004/89904; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 103058-87-3 ,Some common heterocyclic compound, 103058-87-3, molecular formula is C7H6BrNO2, 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.

To a mixture of 5-bromo-2-methoxynicotinaldehyde (10.0 g, 46.3 mmol) in dry DCM (100 mL) under N2 at 0 C. was added DAST (29.8 g, 185.2 mmol) and stirred at 0 C. for 2 days. The reaction was quenched with 100 mL of a saturated NaHCO3 solution. The aqueous layer was extracted with DCM (100 mL*3). The combined organic layers were washed with NaHCO3 (sat, 100 mL) and brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give 5-bromo-3-(difluoromethyl)-2-methoxypyridine as a yellow oil (11.0 g). Yield 100% (ESI 238.1 (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. 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Morphic Therapeutic, Inc.; Bursavich, Matthew G.; Troast, Dawn M.; Harrison, Bryce A.; Lippa, Blaise S.; Rogers, Bruce N.; Konze, Kyle D.; Gerasyuto, Aleksey I.; Day, Tyler; Lin, Fu-Yang; Hahn, Kristopher N.; Svensson, Mats A.; Kim, Byungchan; Zhong, Cheng; Lugovskoy, Alexey A.; Sosa, Brian; (263 pag.)US2019/315692; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 934279-60-4, 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, 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, 934279-60-4, blongs to pyridine-derivatives compound. Recommanded Product: 934279-60-4

To a solution of crude 2-chloro-5-trifluoromethylpyridine-3-carbardehyde in ethanol (60 mL), sodium tetraborohydride (2.90 g, 0.077 mol) is added portionwise and stirred for 30 min at room temperature. After adding sat. ammonium chloride solution, the mixture is extracted with ethyl acetate. The organic layer is washed with sat. ammonium chloride solution, brine, dried over magnesium sulfate, filtered and concentrated. The residue is purified by silica gel column chromatography to give 2-chloro-5-trifluoromethylpyridin-3-ylmethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934279-60-4, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (2008); 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.22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.Recommanded Product: 22280-60-0

Sodium metal (0.119g, 5.1mmol) was dissolved in methanol (6ml) at 0C (ice bath), 6-chloro-2-methyl-3-nitro-pyridine (0.30g, 1.7mmol) was added and the mixture was stirred at 0C until the complete consumption of 6-chloro-2-methyl-3-nitro-pyridine (4h). Acetic acid (0.306g, 5.1mmol) was added and the solution was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (20 ml), washed with water (10 ml), dried over anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure to give 0.28g (97%) 6-methoxy-2-methyl-3-nitropyridine as colourless powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-60-0, 6-Chloro-2-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, molecular formula is C12H8ClNO, 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. Recommanded Product: (4-Chlorophenyl)(pyridin-2-yl)methanone

General procedure: To a 10mL reaction tube were added L-Proline-MCM-41-Cu(OTf)2 (71mg, 0.045mmol), 2-benzoylpyridine 1 (0.3mmol), amino acid 2(0.9mmol), molecular iodine (0.045mmol), DTBP (0.75mmol), and toluene (2mL). The reaction tube was sealed and placed in an oil bath at room temperature. The reaction mixture was stirred at 120 C for 12 h. After being cooled to room temperature, the reaction mixture was diluted with 15 mL of EtOAc, and filtered. The L-Proline-MCM-41-Cu(OTf)2 complex was washed with EtOAc (25mL) and ethanol (2 5mL), and reused in the next run. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (petroleum ether: EtOAc 15:1-20:1) to provide the desired product 3.

With the rapid development of chemical substances, we look forward to future research findings about 6318-51-0.

Reference:
Article; Liao, Yang; Yan, Chenyu; Zhang, Rongli; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 881; (2019); p. 1 – 12;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75073-11-9, 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. 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, 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 mixture of 5-iodo-6-methylpyridin-2-amine (prepared as in WO 02/37927; 3.Og, 12.82mmol), anhydrous potassium carbonate (3.54g, 25.64mmol), sodium methanethiolate (1.8g, 25.64mmol) and cuprous iodide (245mg, 1.28mmol) in isopropanol (41ml), ethylene glycol (1.43ml, 25.64mmol) was added. The reaction was stirred at 80 0C under nitrogen for 24 hours. The reaction mixture was diluted with EtOAc and filtered. The filter washed with EtOAc. The filtrate was taken and washed with water. The mixture was filtered through a celite pad and the filter was washed with water and EtOAc. The organic layer was separated and washed in turn with water, saturated sodium chloride, dried with anhydrous sodium sulphate, filtered and evaporated. The residue was dissolved in ether and treated with excess hydrogen chloride in 1,4-dioxane. The precipitated solid was filtered, washed with ether and dried. The hydrochloride salt was dissolved in water and the pH of the solution was adjusted EPO to 12 with 40% sodium hydroxide solution. The aqueous layer was extracted with DCM (twice). The organic layers were combined, dried with anhydrous sodium sulphate, filtered and evaporated to give the title compound as a waxy solid (1.78g, 90%). NMR: 2.25 (s, 3H), 2.34 (s, 3H), 5.87 (s, 2H)S 6.27 (d, IH), 7.33 (d, IH); m/z 155.

According to the analysis of related databases, 75073-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, Adding some certain compound to certain chemical reactions, such as: 18699-87-1, name is 2-Methyl-3-nitropyridine,molecular formula is C6H6N2O2, 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 18699-87-1.

Into a 5000 mL 3-necked roundbottom flask, was placed a solution of 2-methyl-3-nitropyridine (500 g, 3.26 mol) in DMF (2500 mL). To the mixture was added dimethoxy-N,N-dimethylmethanamine (1350 g, 11.33 mol). The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at 115 C in a bath of oil. The mixture was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 650 g (crude) of N,N-dimethyl-2-(3- nitropyridin-2-yl)ethenamine as red oil.

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. 18699-87-1, 2-Methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem