Tag: M.W:200-300

Electric Literature of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine, molecular formula is C5H2Cl2IN, 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 1 necked round bottom flask, with stirrer, and air condenser, under nitrogen, is added 2,6-dichloro-3-iodo-pyridine (1.0 g, 3.8 mmol), 2- [(E)-2-ethoxyvinyl]-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.9 g, 4.8 mmol), CS2CO3 (3.75 g, 11.5 mmol), l,4-dioxane (19.2 mL), and water (4.26 mL). This reaction mixture is purged 3 times alternating between vacuum and nitrogen, and [l,T bis(diphenylphosphino) ferrocene]dichloropalladium(II) (0.2 g) is added. The resulting mixture is stirred for 3 hr at 90 C, the reaction is poured onto saturated aqueous NH4Cl, and the aqueous mixture is extracted three times with EtOAc. The combined organic extracts are dried over MgS04, filtered, and the filtrate is concentrated under reduced pressure. The resulting residue is purified by flash chromatography over silica gel, eluting with a gradient of 0-100% EtOAc in cyclohexane, to afford the title compound (748 mg, 89% yield), after solvent evaporation of the desired chromatographic fractions. NMR (300 MHz, CDCh): d 1.37 (m, 3H), 3.97 (m, 2H), 5.97 (m, 1H), 6.99 (m, 1H), 7.16 (m, lH),7.60 (m, 1H).

According to the analysis of related databases, 148493-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; DREYFUS, Nicolas Jacques Francois; FALLER, Andrew; (44 pag.)WO2019/245907; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1033201-61-4, 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 1033201-61-4 as follows.

A slurry of 6-amino-3-bromopicolinic acid (25 g) in 400 mL 1:1 dichloromethane/chloroform was added to nitrosonium tetrafluoroborate (18.2 g) in dichloromethane (100 mL) at 5 C. over 1 hour. The resulting mixture was stirred for another 30 minutes, warmed to 35 C., and stirred overnight. The reaction mixture was cooled to room temperature and adjusted to pH 4 with a NaH2PO4 solution. The resulting solution was extracted three times with dichloromethane, and the combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to provide the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1033201-61-4, its application will become more common.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80194-68-9, 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 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

The third step: adding 0.25 g of 3-chloro-5-(trifluoromethyl)pyridinecarboxylic acid, 0.18 g of 2,4-dimethylbenzohydrazide, and 3 ml of phosphorus oxychloride to a three-necked flask, and heating and stirring for 10 hours. After pouring the liquid into a beaker containing ice water, adding Na2CO3 to adjust the pH = 9-10, suction filtration, drying, column chromatography to obtain the target compound.

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 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid.

Reference:
Patent; Guizhou University; Wu Jian; Xu Fangzhou; Wang Yanyan; Luo Dexia; Xue Wei; (37 pag.)CN108218848; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98555-51-2, 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. 98555-51-2, name is 5-Bromopyridine-2,3-dicarboxylic acid. A new synthetic method of this compound is introduced below.

Example 12 2-Bromo-7-(4-fluoro-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione; 1008 Following the literature procedure of M.-D. Le Bas et al. (Synthesis 2001, 16, p. 2495), 100 ml CCl4 was mixed with 250 ml of an aqueous NaOCl solution. To this mixture was added 40 mg of RuO2, followed by 3 g 3-bromoquinoline dissolved in 50 ml CCl4. Additional 30 ml portions of bleach were added at 2, 4, and 6 h. After 24 h, the aqueous layer was collected and acidified to pH 1 with 3N HCl. The aqueous layer was then extracted with ethyl acetate, dried over Na2SO4 and volatiles removed by evaporation to give the 1.7 g product as a yellow resin, (48% yield). 1H NMR and MS data matched that reported in the literature. The resulting anhydride, 1 g, was then carried through the previously reported multistep sequence to afford the corresponding cyano-ester. Dieckmann condensation between 80 mg (0.3 mmol) of the ester and 80 mg (3.6 mmol) of the imide utilizing 900 uL LiHMDS in 2 ml dry THF gave the crude product. After the typical work-up, approximately 60 mg (30%) of unpurified product was obtained as a yellow solid which was further refined by trituration with diethyl ether to provide 2 mg highly pure product 1008. 1H NMR (300 MHz, d6-DMSO) delta 9.20 (d, 1H), 9.05 (d, 1H) and 4.85 (s, 2H) ppm, MS=416.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98555-51-2, 5-Bromopyridine-2,3-dicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Cai, Zhenhong R.; Jabri, Salman Y.; Jin, Haolun; Lansdown, Rachael A.; Metobo, Samuel E.; Mish, Michael R.; Pastor, Richard M.; US2008/58315; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7 ,Some common heterocyclic compound, 153034-94-7, molecular formula is C6H5FIN, 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 1: N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine A solution of 2-fluoro-4-iodo-5-methylpyridine (85 g, 340 mmol) in 1-(2,4-dimethoxyphenyl)methanamine (270 mL, 1.68 mol) was allowed to stir at 110 C. overnight. The reaction mixture was allowed to cool to rt and diluted with EtOAc. A precipitate formed and was filtered and then washed with EtOAc. The solid was purified further by column chromatography to give N-(2,4-dimethoxybenzyl)-4-iodo-5-methylpyridin-2-amine (138 g, 50%).

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. 153034-94-7, 2-Fluoro-4-iodo-5-picoline, other downstream synthetic routes, hurry up and to see.

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; US2015/225422; (2015); 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. 135795-46-9, name is 3-Amino-2-bromo-6-methoxypyridine, molecular formula is C6H7BrN2O, 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. Quality Control of 3-Amino-2-bromo-6-methoxypyridine

b N-(2-Bromo-6-methoxy-3-pyridinyl)-2-chloro-3-pyridinecarboxamide To a solution of 3-amino-2-bromo-6-methoxypyridine (2.7 g) in methylene chloride (20 ml) and pyridine (1 ml) was added 2-chloronicotinoyl chloride (2.2 g), and the resulting mixture was stirred 20 min. The mixture was then diluted with methylene chloride (100 ml), washed with water (100 ml), dried (anhydrous magnesium sulfate), and concentrated. The semisolid residue was saturated with hexane, filtered, and dried to give 4.1 g of product suitable for use in the next reaction.

With the rapid development of chemical substances, we look forward to future research findings about 135795-46-9.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5366972; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13472-60-1, 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. 13472-60-1, name is 3,5-Dibromo-2-methoxypyridine, molecular formula is C6H5Br2NO, 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.

Preparation 46-Bromo-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one[00153]A solution of 3,5-dibromo-2-methoxypyridine (1 1 .4 g, 42.7 mmol) in dry diethyl ether is cooled to -65 C and treated with BuLi (19 mL 2.5 M solution in hexane, 47.5 mmol) under argon atmosphere. The mixture is stirred at -70 C for 0.5 h. A solution of 3-methylbut-2-enal (3.44 g, 40.9 mmol) in dry THF (10 mL) is added to the mixture, and stirring is continued for another 0.5 h at -70 C. The reaction mixture is then warmed to r.t. and quenched with a saturated solution of sodium bicarbonate (100 mL). After extraction with DCM (3 x 100 mL) the combined organic layers are dried over Na2S04 and concentrated under reduced pressure to yield 1 -(5-bromo-2-methoxypyridin-3-yl)-3- methylbut-2-en-1 -ol (1 1 g, 95%).

According to the analysis of related databases, 13472-60-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; ABEL, Ulrich; MULLER, Sibylle; KUBAS, Holger; MEYER, Udo; HECHENBERGER, Mirko; KAUSS, Valerjans; ZEMRIBO, Ronalds; WO2012/52451; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89284-11-7, 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 89284-11-7, name is 5,6-Dibromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5,6-dibromo-pyridin-2-ylamine (10 kg, 39.7 mol) A and methylcyclohexane (40 L) is heated to 65 C. At this temperature is added N,N- dimethylformamide dimethyl acetal (4.97 kg, 41.7 mol) over a period of 30 min rinsing with methylcyclohexane (10 L). The reaction mixture is heated to 100 C for 1 h or until the reaction is complete while removing 10 L of solvent under reduced pressure. Then, methylcyclohexane (20 L) is added and the mixture is cooled to about 60-55 C. Crystallization is initiated by addition of seeding crystals and the resulting suspension is cooled to 20 C over a period of 4 h and then stirred for additional 15 min at this temperature. The title product B is isolated by filtration, washed with methylcyclohexane (2 x 15 L) and dried under vacuum at 50 C. Yield 80 %. MS (ESI+) m/z = 306/308/310 [M+H]+.

According to the analysis of related databases, 89284-11-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LU, Guanghua; HUCHLER, Guenther; KRUEGER, Thomas; PANGERL, Michael; SANTAGOSTINO, Marco; DESROSIERS, Jean-Nicolas; (71 pag.)WO2017/198734; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 896722-50-2, 6-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, 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, 896722-50-2, blongs to pyridine-derivatives compound. HPLC of Formula: C13H9ClN2O2S

A solution of methylzinc chloride in THF (2 M) (9 mL, 12 mmol) was added to 6-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.600 g, 2.05 mmol) and Pd(PPh3)4 (0.095 g, 0.08 mmol) in THF (30 mL). The mixture was refluxed for 40 h, cooled to 0 C., quenched with water and extracted with Et2O. The organic layer was concentrated and the residue was purified over a silica gel column eluting with EtOAc/hexane (1:5) to give N-protected 6-methyl-7-azaindole (0.495 g, 88%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,896722-50-2, its application will become more common.

Reference:
Patent; Hsieh, Hsing-Pang; Chao, Yu-Sheng; Liou, Jing-Ping; Chang, Jang-Yang; Tung, Yen-Shih; US2006/148801; (2006); 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.849937-96-8, name is 5-Bromo-2,4-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.8861, as common compound, the synthetic route is as follows.Recommanded Product: 5-Bromo-2,4-dichloropyridine

A solution of sodium methylate in methanol (0.95 ml, 0.90 mmol, 21%) was added dropwise to a flask containing 5-bromo-2,4,-dichloro-pyridine (0.75 g, 3.31 mmol) at 0 C. The reaction mixture was stirred at rt for 4 hours after which it was poured into ice-cold water and extracted with EtOAc. Organic phases were combined, washed with brine, dried (Na2S04), filtered and evaporated to dryness yielding 0.68 g of 5-bromo-2-chloro-4- methoxypyridine, NMR (DMSO-d6) delta: 8.43 (s, 1H), 7.32 (s, 1H), 3.99 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,849937-96-8, 5-Bromo-2,4-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; RICHTER GEDEON NYRT.; ORION CORPORATION; HAIKARAINEN, Anssi; JOUBERT, Muriel; KAROLYI, Benedek; KAeSNAeNEN, Heikki; PASSINIEMI, Mikko; POHJAKALLIO, Antti; SZANTO, Gabor; VAISMAA, Matti; (97 pag.)WO2019/43635; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem