Tag: M.W:200-300

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. 139042-59-4, name is 5-Acetyl-2-bromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6BrNO

A solution of sodium hydrosulphide hydrate (5.26 g) in NMP (50 ml) was stirred and heated to 140 C. The mixture was partially evaporated under vacuum to remove the water. A solution of 6-bromopyrid-3-yl methyl ketone (6.26 g) in NMP (20 ml) was added and the mixture was heated to 80 C. for 1 hour. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. There was thus obtained 6-mercaptopyrid-3-yl methyl ketone (3.57 g, 75%).

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

Reference:
Patent; Zeneca Limited; Zeneca PHARMA S A; US5332757; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 169833-70-9, 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. 169833-70-9, name is 6-Bromo-2-chloropyridin-3-amine, molecular formula is C5H4BrClN2, 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 ammonium thiocyanate (0.4 g, 5.0 mmol) in acetone (5 mL) was slowly added benzoyl chloride (0.6 mL, 5.0 mmol) and the suspension was heated to reflux for ten minutes. A solution of 6-bromo-2-chloro-3-pyridinamine (1.0 g, 4.8 mmol) in acetone (10 mL) was then added and the reaction mixture was refluxed for one hour. After cooling to room temperature the mixture was poured into water and partitioned with ethyl acetate (250 mL). The layers were separated and the aqueous layer was further extracted with ethyl acetate (2x, 100 niL). The combined organic layers were washed with brine (2x, 100 rnL), dried over sodium sulfate, filtered and concentrated intil a suspension formed. The white solid was collected by filtration to give JV-(6-bromo-2-chloropyridin-3- ylcarbamothioyl)benzamide (1.6 g, 89%). 1H NMR (400 MHz, d6-DMSO): 12.62 (br s, 1H), 12.00 (br s, 1H), 8.37 (d, 1H), 8.00 (2d, 2H), 7.79 (d, 1H), 7.69 (t, 1H), 7.57 (t, 2H). MS (EI) for C13H9BrClN3OS: 370 (MH+).

According to the analysis of related databases, 169833-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153034-86-7, 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 153034-86-7, name is 2-Chloro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a glovebox, aryl iodide (1.0 mmol), CsF (228 mg, 1.5 mmol), and CuI (19.0 mg, 0.1 mmol) were weighed into a 4-dram borosilicate scintillation vial and dissolved in DMF (5 mL). Aryltriethoxysilane (1.0 mmol) was then added to the mixture, and the vial was tightly capped with a poly-seal cone-lined urea cap (Wheaton). The mixture was taken out of the glovebox and placed in an oil bath preheated to 120 C with vigorous stirring. After 48 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL), and washed with H2O (2× 5 mL). The aqueous fraction was back-extracted with EtOAc (3 ×5 mL). The combined organic fractions were dried (Na2SO4) and cotton-filtered, and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, hexanes, hexanes-Et2O, or hexanes-EtOAc).

According to the analysis of related databases, 153034-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gurung, Santosh K.; Thapa, Surendra; Shrestha, Bijay; Giri, Ramesh; Synthesis; vol. 46; 14; (2014); p. 1933 – 1937;,
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. 870997-85-6, name is 3-Amino-5-bromopyridine-2-carboxylic Acid, the common compound, a new synthetic route is introduced below. Quality Control of 3-Amino-5-bromopyridine-2-carboxylic Acid

To a 100 mL round bottom flask, 3-amino-5-bromo-pyridine-2-carboxylic acid (1 g, 0.0046 mol) and urea (27.8 g, 0.4629 mol) were added. The reaction mixture was stirred at 200 C. for 2.5 hours. The reaction mixture was cooled, water was added and the mixture was stirred to provide a precipitate. The precipitate was filtered and dried to provide the title compound (1 g, 91%). This material was taken to the next step without further purification.

The synthetic route of 870997-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Endo Pharmaceuticals Inc.; Smith, Roger Astbury; Venkatesan, Aranapakam; Bejugam, Mallesham; Hoshalli, Subramanya; Nanduri, Srinivas; US2014/38952; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 175205-81-9 , The common heterocyclic compound, 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, 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-Bromo-4-(trifl”uoromethyl)pyridine (171 mu, 1.382 mmol) in dry tetrahydrofuran (1 mL) was added to butyllithiuni (2.5 M in Hexanes) (885 mu, 1 .416 mmol) in dry tetrahydrofuran (2 mL) at -78 °C. The reaction mixture was stirred at -78 °C for 45 minutes, then a solution of (R)-methyl 6-(( I -ethyl- 1 H-pyrazol~4~yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H-pyrazolo[3,4-g]isoquinoline-4a-carboxylate ( 220 mg, 0.453 mmol) in dry tetrahydrofuran (2 mL) was added dropwise and the reaction mixture stirred for 1 hour at -78 °C. Water ( 10 mL) was added and the reaction mixture was stirred at room temperature for 10 minutes. The aqueous phase was extracted with ethyl acetate (2 x 15 mL), and the combined organic layers were washed with brine (20 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give an orange oil. The crude product was purified by chromatography on silica gel (gradient: 0- 80percent ethyl acetate in isohexane) and preparative HPLC (Waters, Acidic (0.1percent Formic acid), Waters X-Select Prep-C18, 5 muetaiota, 19×50 mm column, 35-70percent acetonitrile in water) to afford (R)-(6-(( 1 -ethyl- 1 H-pyrazol-4-yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H- pyrazolo 3,4-g]isoquinolin-4a-yr)(4-(tofluoromemyl)pyridin-2-yl)methanone (23 mg) as a white solid. LCMS (Method F, ES-API): RT 3.00 min, m FontWeight=”Bold” FontSize=”10″ I = 601 .2; 1 1 1 NMR (400 MHz, CDC13): delta 8.88-8.87 Omicron Pi. m), 8.15 (1H, m), 7.71-7.69 (2H, m), 7.67 (IH, d. j = 0.6 Hz), 7.47-7.42 (2H, m), 7.30 (IH, s), 7.20-7.14 (2H, m), 6.51 (1H, d, J = 2.0 Hz), 5.44 (IH, dd, J = 12.0, 2.0 Hz), 4.22- 4.16 (3H, m), 3.80-3.76 (IH, m), 2.94 (IH, d, J = 16.9 Hz), 2.88-2.79 (IH, m), 2.67 (IH, d, J = 12.3 Hz), 2.52-2.40 (2H, m), 1.51 (3H, t, j = 7.3 Hz).

The synthetic route of 175205-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CORCEPT THERAPEUTICS, INC.; HUNT, Hazel; JOHNSON, Tony; RAY, Nicholas; WALTERS, Iain; WO2013/177559; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 30766-11-1, 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.30766-11-1, name is 5-Bromopicolinic acid, molecular formula is C6H4BrNO2, molecular weight is 202.01, as common compound, the synthetic route is as follows.

General procedure: To the mixture of an appropriate amount of 4-bromo-pyridine-carboxylic acid 1 (0.90mmol) or 5-bromo-pyridine-carboxylic acid 2 (0.90mmol), substituted phenylboronic acid 3a-k (0.18mmol), anhydrous sodium carbonate (0.29g, 2.70mmol), 1,4-dioxane (30mL), H2O(10mL), and bis(triphenylphosphine)palladium(II) dichloride (0.09g, 0.135mmol) were added under an atmosphere of nitrogen at room temperature. The reaction mixture then was stirred at 100C for 5-8h and monitored by thin-layer chromatography (TLC). The reaction mixture was cooled to room temperature and the resulting precipitate was isolated by filtration to furnish the acid intermediate as the sodium salt, and then the solution was acidified to pH 5 to furnish the desired target compounds 4a-k and 5a-k.

Statistics shows that 30766-11-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromopicolinic acid.

Reference:
Article; Zhu, Wufu; Wang, Wenhui; Xu, Shan; Tang, Qidong; Luo, Rong; Wang, Min; Gong, Ping; Zheng, Pengwu; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 812 – 819;,
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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.Computed Properties of C5H2BrClN2O2

5-Bromo-2-(methyloxy)-3-nitropyridine Method A A solution of 25% wt sodium methoxide in methanol (2.1 L) was added to a suspension of 5-bromo-2-chloro-3-nitropyridine (1.70 kg) in methanol (6.6 L), stirred under nitrogen at 0-5 C. The reaction mixture was stirred at 5-10 C. for 2.75 hours and then water (8.5 L) was added. The reaction mixture was cooled to 20-25 C. The mixture was then concentrated under vacuum and the resultant suspension was filtered, washed with water (8.5 L then 2*4.25 L) and the solid dried under vacuum to give the title compound as an off-white solid (1.37 kg). 1H NMR (400 MHz, Chloroform-d) delta (ppm) 8.46 (s, 1H), 8.40 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67443-38-3, 5-Bromo-2-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71702-01-7, 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. 71702-01-7, name is 5-Bromo-6-chloronicotinonitrile, molecular formula is C6H2BrClN2, 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) Preparation of 3-bromo-2-chloro-5-formylpyridine 3-Bromo-2-chloro-5-cyanopyridine (8.6 g) in 90% formic acid (40 ml) and water (10 ml) were treated with Raney nickel/aluminum alloy (8.0 g) and the mixture stirred and heated to 55-60 for 6 hours. The mixture was left to stand for two days, and then filtered. The filtrate was diluted to 500 ml with water and extracted with ether (2*250 ml). The ether extract was washed with aqueous sodium carbonate, dried, and evaporated to give an oil. The oil was diluted with toluene which was then removed under reduced pressure. The residue was diluted with a little ether, the solution filtered, and the filtrate evaporated to give an oil identified as the required aldehyde.

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 71702-01-7, 5-Bromo-6-chloronicotinonitrile.

Reference:
Patent; Imperial Chemical Industries Limited; US4317913; (1982); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 82205-58-1, 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. 82205-58-1, name is 1-(5-Nitropyridin-2-yl)piperazine, molecular formula is C9H12N4O2, 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.

(General acetylation/sulphonylation procedure). Compound 3b (208 mg, 1 mmol), acetyl chloride (79 mul, 1.1 mmol) and PS-NMM (100 mg) in CH2Cl2 (5 mL) were stirred for 16 h. After adding PS-Trisamine (150 mg) to the reaction mixture was left to stir for a further 2 h, filtered and concentrated in vacuum to afford a yellow solid: 250 mg (90%) yield.

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 82205-58-1, 1-(5-Nitropyridin-2-yl)piperazine.

Reference:
Article; Spencer, John; Patel, Hiren; Callear, Samantha K.; Coles, Simon J.; Deadman, John J.; Tetrahedron Letters; vol. 52; 45; (2011); p. 5905 – 5909;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 917023-06-4, 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. 917023-06-4, name is Methyl 2-(5-bromopyridin-2-yl)acetate. A new synthetic method of this compound is introduced below.

A single-necked round-bottomed flask was charged with Compound 2 (1.80g, 7.82mmol), 3-fluorobenzylamine (2.94g, 23.5mmol), and anhydrous anisole 05g). The reaction was stirred at 150C until reaction was complete LCMS (~23h) and then allowed to cool to near RT. Crystals of the desired product, Compound 3, formed during the cooling process and were collected by filtration and washed with toluene. Compound 3 was obtained as colorless crystalline solid (1.59g, 63% yield) and characterized by 1H NMR (400MHz, DMSO-d6): 3 ,69 (s, 2H), 4,30 (d, 2H), 7.0-7.15 (m, 3H), 7.3-7.4 (m, 2H), 7.99 (dd, 1H), 8.61 (fine d, 1H), 8.66 (br t, 1H),

At the same time, in my other blogs, there are other synthetic methods of this type of compound,917023-06-4, Methyl 2-(5-bromopyridin-2-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; NASIEF ABDEL-SAYED, Nader N.; HANGAUER, JR., David G.; (197 pag.)WO2018/31988; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem