Tag: M.W:200-300

Application of 849937-96-8, 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 849937-96-8 as follows.

To a solution of 5-bromo-2,4-dichloropyridine (CAS 849937-96-8) (22.95 g, 96.1 mmol, Eq: 1.00) in Toluene (352 mL) and Water (48.0 mL) was added Pd(OAc)2 (431 mg, 1.92 mmol, Eq: 0.02), butyldi-l-adamantylphosphine (1.03 g, 2.88 mmol, Eq: 0.03), potassium cyclopropyltrifluoroborate (CAS 1065010-87-8) (14.9 g, 101 mmol, Eq: 1.05) and Cs2C03 (62.6 g, 192 mmol, Eq: 2.0). The resulting reaction mixture was stirred at 110C overnight and controlled by TLC. The reaction was found to be only partially complete so 0.5 more equivalents (7.5 g) of potassium cyclopropyltrifluororate were added (3 times). Reaction mixture concentrated in vacuo then diluted with ethyl acetate and the solution poured into a separatory funnel. Extraction with aqueous saturated NaHC03, organic phase dried over NaS04 and evaporated down to dryness. Flash chromatography with a 330 g Si02 column, eluent mixture of heptane and ethyl acetate giving 7.39 g of the desired product (Yield 40%). MS (ESI, m/z): 188.2 (M).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,849937-96-8, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAVELLE, Olivier; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; ROMBACH, Didier; SCHULZ-GASCH, Tanja; WO2014/154612; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 67754-03-4, 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. 67754-03-4, name is Methyl 2,5-dichloronicotinate. A new synthetic method of this compound is introduced below.

A solution of methyl 2,5-dichloronicotinate (8.2 g, 40 mmol), (3- fluorophenyl)boronic acid (6.1 g, 44 mmol), and potassium carbonate (12 g, 86 mmol) in water (71 mL) and 1,4-dioxane (190 mL) was degassed with nitrogen (10 minutes). The reaction mixture was treated with bis(triphenylphosphine)palladium(II) chloride (3.1 g, 4.4 mmol), degassed with nitrogen (10 minutes), and heated at 80 C for 14.5 hours. The reaction mixture was diluted with ethyl acetate and water and filtered over celite. The aqueous layer was separated and re-extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried with magnesium sulfate, filtered, and concentrated to a crude residue. Purification by flash column chromatography using ethyl acetate in hexanes (0-80%) gave the desired product (8.7 g, 83%). LCMS calculated forC13H10CIFNO2 (M+H)+: m/z = 266.0; found: 265.8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67754-03-4, Methyl 2,5-dichloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; SPARKS, Richard B.; YUE, Eddy W.; WO2011/130342; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 888327-36-4, 2-Bromo-5-(trifluoromethoxy)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, Computed Properties of C6H3BrF3NO, blongs to pyridine-derivatives compound. Computed Properties of C6H3BrF3NO

33.1 2-bromo-5-(trifluoromethoxy)pyridin-1-ium-1-olate Commercially available 2-bromo-5-(trifluoromethoxy)pyridine (Manchester) is dissolved in 20 mL of dichloromethane and cooled to 0 C. Trifluoroacetic acid anhydride (2.26 mL, 16.1 mmol) and hydrogen peroxide (35% solution in water, 0.941 mL, 10.7 mmol) are added and the mixture is stirred for 18 hours. The reaction mixture slowly poured into saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The combined organic phases are dried and concentrated under reduced pressure. Yield: 1.40 g (100% of theory) Mass spectrometry (ESI-): m/z=257, 259 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,888327-36-4, 2-Bromo-5-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 907545-47-5 , The common heterocyclic compound, 907545-47-5, name is 2-Chloro-5-nitroisonicotinic acid, molecular formula is C6H3ClN2O4, 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.

Reference Example 35 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-nitropyridine-4-carboxylic acid [Show Image] A solution of 2-chloro-5-nitropyridine-4-carboxylic acid (1.50 g, 7.41 mmol), tert-butyl piperidin-4-ylcarbamate (1.48 g, 7.41 mmol) and triethylamine (3.1 mL, 22.2 mmol) in THF (19 mL) was stirred with heating at 50¡ãC for 2 hr. After completion of the reaction, the mixture was neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate_hexane=4:1 to 1:0) to give the title compound (1.57 g, yield 58percent) as a powder. EI(pos) 311.1 [M+H-tBu]+

The synthetic route of 907545-47-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2123652; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-89-9, 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. 13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, 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 solution of 2,3-dibromopyridine (5 g, 21 .1 1 mmol) in toluene (50 mL), t-BuLi (1 .3 M, 19.50 mL) was dropwise added at -78C under N2. The resulting mixture was stirred at -78C for 2 hours. DMF (1 .9 g, 25.33 mmol) was added dropwise at -78C. The mixture was stirred at -78C for another 2 hours. The solution was quenched with NH4CI (aq. 1 mL) at -78C, and the mixture was concentrated under vacuum. The residue was purified by column chromatography on silica gel (Petroleum ether /ethyl acetate=10/1 to 1 /1 ) to afford 3- bromopicolinaldehyde.

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 13534-89-9, 2,3-Dibromopyridine.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); 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. 64690-19-3, name is 4-(Octylamino)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-(Octylamino)pyridine

6.18 g of 4-octylaminopyridine base and 3.15 g of 1,10-dichlorodecane were mixed, slowly heated to 120 C., exothermically reacted to 180 C., and thin layer chromatography (TLC) to confirm the reaction. 25 ml of dimethyformamide (DMF) was added and the mixture was warmed and completely dissolved again. The mixture was cooled to 0 C to precipitate crystals, which were filtered and dried under reduced pressure at 60 C. Through the above process, 7.3 g of 1,10-bisoctylaminopyridinium decane hydrochloride (Yield: 39.0%, mp 215 to 217 C) was obtained

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, 64690-19-3, 4-(Octylamino)pyridine.

Reference:
Patent; Firson Co.,Ltd; Kim, Dong Jin; Koo, Chang Hwei; Park, Sung Yong; Cho, Ir Hwe; Lee, Sung Bae; Han, Dong Hoon; (12 pag.)KR2017/13425; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

A flask was charged with 2-methylpyridin-3-ol (3.0 g, 27.5 mmol) andDMF (100 mL). Sodium hydride (0.760 g, 30.2 mmol) was added and stirred for 5 minutes. 5-Bromo-3-nitropicolinonitrile (6.26 g, 27.5 mmol) was added and stirred for 10 minutes. The reaction was poured into a flask containing 300 mL saturated NH4Cl and 300 mL water with vigorous stirring. The solids were filtered and dried under high vacuum to afford 5- bromo-3-(2-methylpyridin-3-yloxy)picolinonitrile (7.78 g, 97.6% yield) as light tan solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,573675-25-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2008/118718; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 893423-62-6, 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 893423-62-6, name is tert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 33-2 (0.64 g, 2.5 mmol), 3-1 (0.88 g, 2.5 mmol) and potassium carbonate (2.1 g, 15 mmol) in DMF (14 mL) was heated to 120 0C for 4.5 hours. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (1% ethyl acetate/ hexane – > 70% ethyl acetate/ hexane) gave the title compound as a foam. MS (M+H*): calculated = 471.98, observed = 472.1.

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 893423-62-6, tert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamate.

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
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.13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.Recommanded Product: 2,3-Dibromopyridine

General procedure: 2,5-dibromopyridine (0.12 g, 0.50 mmol), phenylboronic acid (67 mg, 0.55 mmol), K2CO3 (0.14 g, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at 50 C under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with water (10 mL*3) and brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 400:1) to give the desired product 3a (114 mg, 97%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-89-9, 2,3-Dibromopyridine, and friends who are interested can also refer to it.

Reference:
Article; Zhou, Qizhong; Zhang, Bin; Su, Liangjun; Jiang, Tiansheng; Chen, Rener; Du, Tieqi; Ye, Yuyuan; Shen, Jianfen; Dai, Guoliang; Han, Deman; Jiang, Huajiang; Tetrahedron; vol. 69; 51; (2013); p. 10996 – 11003;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175422-04-5, 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 175422-04-5 as follows.

A solution of 2,6-dibromo-4-nitropyridine (5.0 g, 17.74 mmol) in dioxane (100 mL) was treated with DIPEA (6.20 mL, 35.5 mmol), N-benzylethanamine, HC1 (3.65 g, 21.28 mmol) and heated to 100 C in a sealed tube for 18 h. LC-MS indicated completion. The dioxane was concentrated in vacuum, and the residue partitioned between IN HC1 (150 mL) and ethyl acetate (300 mL). The organic layer was separated, dried over Na2S04 and concentrated in vacuo. Purification via flash chromatography gave 1 A (yellow liquid, 5.0 g, 14.87 mmol, 84 % yield). ]H NMR (300MHz, CHLOROFORM-d) d 8.19 (s, 1H), 7.23-7.37 (m, 5H), 7.06 (d, J= 1.5 Hz, 1H), 4.77 (s, 2H), 3.60 (q, J= 7.2 Hz, 2H), 1.20 (t, J= 12 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175422-04-5, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem