Tag: M.W:200-300

Reference of 159451-66-8, Adding some certain compound to certain chemical reactions, such as: 159451-66-8, name is N-Boc-2-Amino-5-bromopyridine,molecular formula is C10H13BrN2O2, 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 159451-66-8.

(VI) Scheme VI: Intermediate 41: tert-butyl (5-(1-((1s,4s)-4-hydroxycyclohexyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl)pyridin-2-yl)carbamate Under the protection of nitrogen, 0.218 g (0.8 mmol) of tert-butyl 2-carbamate -5-bromopyridine (Intermediate 38), 0.244 g (0.96 mmol) of bis(pinacolato)diboron, 0.234 g (2.4 mmol) of potassium acetate and 0.052 g (0.064 mmol) of [1,1-bis(di-phenylphosphino)ferrocene]palladium chloride were suspended in 15 ml of dioxane, and heated at 100 C for 2 h. The reaction was monitored by TLC. After the reaction was completed, the crude reaction solution was cooled to room temperature, added with 0.2 g (0.54 mmol) of Intermediate 40, 0.9 g (2.7 mmol) of cesium carbonate, 10 ml of dioxane, 10 ml of 2M sodium carbonate solution and 0.044 g (0.054 mmol) of [1,1-bis(di-phenylphosphino)ferrocene]palladium chloride, and heated at 110 C for 5 h. The reaction was monitored by TLC. After the reaction was completed, most of dioxane was removed from the reaction solution, and the residue was added with water and extracted with dichloromethane. The organic phases were combined, dried, and rotary evaporated to dryness to afford a crude product. The crude product was purified by preparative silica gel plate (dichloromethane/methanol =10/1, V/V) to afford a product (240 mg) as a reddish brown solid. Yield: 90.9%.

According to the analysis of related databases, 159451-66-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Forelandpharma Co. Ltd.; ZHANG, Xingmin; JI, Qi; WANG, Lei; GAO, Congmin; WANG, Ensi; DU, Zhenjian; GONG, Longlong; CHEN, Bo; (137 pag.)EP3072893; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 139042-59-4, 5-Acetyl-2-bromopyridine, 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, name: 5-Acetyl-2-bromopyridine, blongs to pyridine-derivatives compound. name: 5-Acetyl-2-bromopyridine

The mixture of compound 34-1 (25 g, 125.6 mmol), NBS (24.5 g. 138.2 mmol) and / TSA (3.4 g, 20.9 mmol) was stirred at 100 C for 2 hrs under N2. After the reaction was completed, the mixture was cooled to rt. and 200 mL of DCM was added. The organic layer were washed with water (50 mL x 3) and brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 5/1 ) to give the title compound as yellow slurry (25 g, 71 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) mlz: 279.9 [M+H] +; NMR (400 MHz, CDC13) delta (ppm): 8.95 (d, 1 H, J = 1.12 Hz), 8.1 1-8.14 (m, 1H), 7.66-7.68 (m, 1H), 4.41 (s, 2H).

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; TAN, Yumei; LUO, Huichao; WO2014/19344; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 64119-42-2, 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 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

(a) 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid Ethyl 6-chloro-5-cyano-2-methylnicotinate (50.98 g, 227 mmol), azetidine-3-carboxylic acid (24.09 g, 238 mmol) and DIPEA (118.9 mL, 681 mmol) were suspended in EtOH (250 mL) and heated at reflux for 1 h. The reaction mixture was cooled to r.t and added drop-wise to KHSO4 (154.5 g, 1135 mmol) in water (3000 mL). The solids were collected by filtration and dried under vacuum to afford 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid as a solid, which was used without further purification. Yield: 65.33 g (100%). 1H NMR (400 MHz, CDCl3): delta 1.37 (3H, t, J=7.1 Hz), 2.72 (3H, s), 3.59-3.68 (1H, m), 4.31 (2H, q, J=7.1 Hz), 4.55-4.68 (4H, m), 8.28 (1H, s). MS m/z: 290 (M+1).

According to the analysis of related databases, 64119-42-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2007/244088; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235865-75-4, 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 1235865-75-4, name is Methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate. This compound has unique chemical properties. The synthetic route is as follows.

Example 11 methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate A mixture of EXAMPLE 1H (1.55 g), EXAMPLE 1E (2.42 g), and HK2PO4 (1.42 g) in dimethylsulfoxide (20 mL) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 mL), and washed three times with 1M aqueous NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes.

According to the analysis of related databases, 1235865-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tao, Zhi-Fu; Wang, Xilu; Wendt, Michael; Souers, Andrew; Judd, Andrew; Kunzer, Aaron; Sullivan, Gerard; US2014/275082; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 154078-83-8, Adding some certain compound to certain chemical reactions, such as: 154078-83-8, name is Ethyl 2-(3-nitropyridin-2-yl)acetate,molecular formula is C9H10N2O4, 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 154078-83-8.

H) ethyl (3-aminopyridin-2-yl)acetate A mixture of ethyl (3-nitropyridin-2-yl)acetate (29.0 g) and 10% palladium-carbon (containing water (50%), 2.90 g) in ethanol (400 mL) was stirred under a hydrogen atmosphere (50 psi) at room temperature for 3 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (25.5 g). 1H NMR (400 MHz, CDCl3) delta 1.26 (3H, t, J=7.2 Hz), 3.85 (2H, s), 4.17 (2H, q, J=7.2 Hz), 4.32 (2H, br s), 6.99-7.06 (2H, m), 7.99-8.01 (1H, m).

According to the analysis of related databases, 154078-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 874959-68-9, 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.874959-68-9, name is 5-Bromopyridine-2-sulfonyl chloride, molecular formula is C5H3BrClNO2S, molecular weight is 256.51, as common compound, the synthetic route is as follows.

Into a Vial was added the 5-Bromo-pyridine-2-sulfonic acid thiazol-2-ylamide (150 mg, 0.00047 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (32 mg, 0.000056 mol), Tris(dibenzylideneacetone)dipalladium(0) (17 mg, 0.000019 mol), ART-CHEM-BB B001304 (120 mg, 0.00056 mol) and N,N-Dimethylacetamide (6.0 mL, 0.064 mol). The mixture was sparged with argon for 5 min. Sodium tert-butoxide (140 mg, 0.0014 mol) was added and the reaction mixture was heated at 120 C. for 30 min in microwave. The reaction mixture was filtered through celite. The filtrate was diluted with Ethyl acetate and washed with 0.1 N HCl solution, water (3×) and brine, dried over sodium sulfate, filtered and was concentrated to give the crude product that was purified on ISCO (0% to 100% Ethyl acetate in CHCl3). 125 mg of the product was obtained as a light tan solid.

The chemical industry reduces the impact on the environment during synthesis 874959-68-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Icagen; US2009/23740; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1186608-83-2, name is 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine

40% Dimethyl amine in water (2.6 mL, 21 mmol) was added to a solution of 3-bromo-5-nitro-lH-pyrazolo[3,4-b]pyridine (0.063 g, 0.26 mmol) in DMF (6.0 mL), and the mixture was placed in a microwave reactor at 14O0C for 15 hours. The reaction mixture was diluted with ethyl acetate (100 mL), and the organic layer was washed with water (3 X 50 mL). The organic layers were dried, filtered and concentrated. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (4:1) to give N,N-dimethyl-5- nitro-1 H-pyrazolo [3 ,4-b]pyridin-3 -amine (0.012 g, 22%) as a solid.

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, 1186608-83-2, 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25968; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 875781-15-0, 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. 875781-15-0, name is 5-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

To a stirred solution of 5-bromo-2-fluoronicotinaldehyde (XV) (250 g, 1.23mol, 1.0 eq) in EtOH (2.50 L) was added hydrazine hydrate (221 g, 4.41 mol, 3.6 eq) at 25C. The reaction was then heated to 7580C and stirred for 12 h. The solvent was removed under reduced pressure at 45C. The residual crude solid was triturated in water (750 mL) and EtOH (250 mL). The resultant suspension was filtered and washed with ethanol to give 5-bromo-1H- pyrazolo[3,4-bjpyridine (XVI) (135 g, 0.68 mol, 55.4% yield) as yellowish solid which was used directly for the next step without further purification. ESIMS found for C6H4BrN3 mlz 199.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,875781-15-0, 5-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (242 pag.)WO2017/23981; (2017); 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. 625-92-3, name is 3,5-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. Recommanded Product: 3,5-Dibromopyridine

In diethyl ether (42.0 mL) was dissolved 3,5-dibromopyridine (1.00 g, 4.22 mmol). n-Butyllithium (2.76 mol/L solution in n-hexane, 1.61 mL, 4.43 mmol) was added dropwise at -78 C., and the mixture was stirred at the same temperature for 30 minutes. Further, DMF (0.98 mL, 12.7 mmol) was added and the mixture was stirred for 3 hours allowing the temperature to rise slowly to room temperature. A saturated aqueous ammonium chloride solution and water were added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 7/3) to give 5-bromonicotinaldehyde (314 mg, 40%).

With the rapid development of chemical substances, we look forward to future research findings about 625-92-3.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; Fukuda, Yuichi; Kanai, Toshimi; Nakasato, Yoshisuke; Kimpara, Keisuke; US2013/65905; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59281-14-0, 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 59281-14-0 as follows.

(B) 2-(Chloromethyl)-5-(phenylmethoxy)-4(1H)pyridinone, monohydrochloride A suspension of 2-(hydroxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinone (3 g, 12.99 mmole) in chloroform (15 ml) was cooled to 0 under argon and treated with thionyl chloride (6.1 ml, 83.62 mmole). Within several minutes, a homogeneous solution was obtained. After stirring an additional 5 minutes, a cream colored solid precipitated. The cooling bath was removed and the mixture was heated at reflux for 45 minutes. The mixture was cooled to 0 and the white precipitate was filtered, washed with chloroform and hexane and dried in vacuo. The yield of the title compound was 3.65 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59281-14-0, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4743685; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem