Day: April 18, 2022

Synthetic Route of 886365-47-5, 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.886365-47-5, name is 1-(5-Bromo-2-chloropyridin-3-yl)ethanone, molecular formula is C7H5BrClNO, molecular weight is 234.48, as common compound, the synthetic route is as follows.

A mixture of compound 12c (1.0 g, 4.26 mmol) and guanidine carbonate (1.04 g, 8.52 mmol) in DMA (25 mL) was stirred at 135 C for 3hrs. After cooling, the reaction mixture was diluted with water (100 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL×2) and brine (50 mL), dried over anhydrous Na 2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 400:10:1, v/v) to give the title compound 12d (340 mg, 42% yield) as a brown solid.

Statistics shows that 886365-47-5 is playing an increasingly important role. we look forward to future research findings about 1-(5-Bromo-2-chloropyridin-3-yl)ethanone.

Reference:
Article; Lin, Songwen; Han, Fangbin; Liu, Peng; Tao, Jing; Zhong, Xuechao; Liu, Xiujie; Yi, Chongqin; Xu, Heng; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 790 – 793;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-53-0, (6-(Trifluoromethyl)pyridin-2-yl)methanol, 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, 131747-53-0, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6F3NO

Example 154 4-(Pyrimidin-5-yl)-2-{[6-(trifluoromethyl)pyridin-2 -yl]methoxy}-5,6,7,8-tetrahydroquinoline hydrochloride To 2-chloro-4-(pyrimidin-5-yl)-5,6,7,8-tetrahydroquino line (30 mg), [6-(trifluoromethyl)pyridin-2-yl]methanol (28 mg), Pd2(dba)3·CHCl3 (8.3 mg), t-Bu-X-Phos (8.3 mg) and cesium carbonate (80 mg) was added toluene (1.6 mL), and the mixture was degassed, then stirred under Ar atmosphere at 100C overnight. After the reaction mixture was allowed to return to room temperature, diluted with ethyl acetate, filtered through Celite, and the filtrate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (37 mg) as a pink solid. [MS (ESI) m/z 388.2 (M+H)+]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-53-0, its application will become more common.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); 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. 722550-01-8, name is 4-(Pyrrolidin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-(Pyrrolidin-1-yl)pyridin-2-amine

In the Schlenk reaction tube,Join7-(Pyrrolidin-1-yl)-2-aminopyridine163mg,273mg of silver carbonate, the system is replaced by nitrogen protection,Add 10 ml of 1,4-dioxane, 1-bromomethyl-phenylacetylene, 96 mg,The reaction was carried out at 100C for 12 hours. The reaction was stopped, the reaction system was filtered using celite, the filter residue was washed with 20-30 ml of dichloromethane, and the filtrates were combined.Elution with a gradient of ethyl acetate: petroleum ether = 1:8 to 8:1,Obtaining intermediates2-(4-bromomethylphenyl)-7-(pyrrolidin-1-yl)imidazo[1,2-a]pyridine122 mg, yield 69%.

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, 722550-01-8, 4-(Pyrrolidin-1-yl)pyridin-2-amine.

Reference:
Patent; Mudanjiang Medical School; Bi Lili; Han Feng; Wang Xiuying; Fu Gaojie; Qiao Hong; Yang Li; (11 pag.)CN107915752; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, 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.

10330] To a mixture of D-4-01-1 (30 mg, 0.18 mmol)DCM (3 mE) was added oxalyl dichloride (2 mE). The reaction mixture was stirred at r.t. for 3 h. The solution was concentrated and the residue was dissolved in DCM (3 mE). TEA (37 mg, 0.37 mmol) and (R)-2-amino-3-(3-chlorophe- nyl)propanoic acid (36 mg, 0.18 mmol) was then added and the solution was stirred at r.t. overnight. The resultant was concentrated to give D-4-01-5-1 (20 mg, 32%), which was used directly for the next step.

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. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. Hoffmann-La Roche AG; Savira pharmaceuticals GmbH; European Molecular Biology Laboratory; Schulz-Gasch, Tanja; Weikert, Robert; Neidhart, Werner; Buschmann, Helmut; Szolar, Oliver; Wolkerstorfer, Andrea; Handler, Norbert; Roch, Franz-Ferdinand; Cusack, Stephen; (69 pag.)US2016/2227; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83766-88-5, 2-(tert-Butoxy)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, Product Details of 83766-88-5, blongs to pyridine-derivatives compound. Product Details of 83766-88-5

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83766-88-5, 2-(tert-Butoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19346-43-1 , The common heterocyclic compound, 19346-43-1, name is 2-Fluoro-3-nitro-4-picoline, molecular formula is C6H5FN2O2, 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.

A solution of 7-chloro-IH-indazol-5-arnine (100 mg, 0.597 mmol) and 2-fluoro-4-methyl-3-nitropyridine (93 rng, 0597mmol) in DMF (1.5 rnL) was reacted in the microwave at 150 0Q for 2 h. The reaction was diluted with water and EtOAc and extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered, and concentrated in vaeuo. Purification (FCC, Si02, 0-70-100% EtOAc in hexanes) afforded the title compound (38 rng, 21%). ?H NMR (400 MHz, CDC13) b S. 20 (s, 1Ff), 8.19 (d, J:::: 4.8 Hz, 1H), 8.09 (s, 1H), 783 (d, J 1.7 Hz, 1Ff), 7.56 (d, J == 1.7 Hz, IH), 6.72-6.67(m, iH, 2.60 (s, 3H.

The synthetic route of 19346-43-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 171919-37-2, 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. 171919-37-2, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C9H8N2O2, 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.

Example 1.5: (SWN.1-dimethyl-N-(4-(1-methyl-1H-pyrrole-2-carboxamidoM- phenylbutan-2-yl)-1H-pyrrolor2.3-blPyridine-3-carboxamideTo a solution of 1 -methyl- 1 H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)- amide hydrochloride (160 mg, 0.497 mmol), 1-methyl-1 H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (127 mg, 0.597 mmol), HOBt (91 mg, 0.597 mmol) and triethylamine (0.345 ml, 2.486 mmol) in DCM (4 ml) and DMF (2 ml) was added EDC x HCI (143 mg, 0.746 mmol). The reaction was stirred at rt overnight. A saturated solution of Na2C03 was added and the resulting mixture was extracted with tert-butyl methyl ether. The organic layer was washed with sat. Na2C03 and brine, dried (MgS0 ), filtered and concentrated. The crude product was purified by flash chromatography (DCM:MeOH, 97:3) followed by purification on apreparative chromatography system (HPLC Waters 2767, column: Sunfire 19x150mm 5muiotaeta, Grad: 10 to 90% CH3CN with TFA over 15min) to obtain the title compound 104 mg (47 %).[1 H-NMR (DMSO, 400 MHz, 120 C) (8.25 (d, 1 H), 7.80 (d, 1 H), 7.45 (br s, 1 H), 7.41 (s, 1 H), 7.25-7.15 (m 6H), 7.05 (dd, 1 H), 6.78 (br s, 1 H), 6.65 (m, 1 H), 5.85 (br s, 1 H), 4.80 (m, 1 H), 3.80 (s, 3H), 3.70 (s, 3H), 3.40-3.05 (m, 2H), 2.97 (s, 3H), 2.95-2.85 (m, 2H), 2.00-1.75 (m, 2H); LCMS RtF = 1.08 min; [M+H]+ = 444.3].

According to the analysis of related databases, 171919-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6318-51-0 ,Some common heterocyclic compound, 6318-51-0, molecular formula is C12H8ClNO, 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.

General procedure: Six variants with significantly improved activity were selected to test their stereoselectivity and conversion rate. Bioconversion was conducted with 20mM 1a-9a, 20UmL-1 KpADH or variants in PBS buffer (pH 7.0, 100mM) in total volume of 2mL at 30C and 180rpm overnight. Then, 1mL of the reaction mixture was withdrawn and extracted with equal volume of ethyl acetate. The organic phase was isolated by centrifugation at 12000×g for 2min, and dried over anhydrous MgSO4. The conversion rate and stereoselectivity of the products were determined using the Agilent 1100 equipped with a Chiralcel OB-H column or a Chiralcel OD-H column (0.46mm×250mm×5mum, Diacel, Japan). Detailed conditions for stereoselectivity analysis and the retention times of (R)- and (S)-alcohols could be found in Table S3 [28].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6318-51-0, its application will become more common.

Reference:
Article; Xu, Guochao; Dai, Wei; Wang, Yue; Zhang, Lu; Sun, Zewen; Zhou, Jieyu; Ni, Ye; Molecular catalysis; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52605-96-6, 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.52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.

To Intermediate XIII (250 mg ; 0. 60 mmol) and 2-chloro-3-methoxypyridine (95 mg ; 0. 66 mmol) and 1, 1 -BIS (diphenylphosphino) ferrocene palladium (II) chloride (22 mg ; 0. 030 mmol) in 1,4-dioxane (4 mL) was added sodium carbonate solution (1 mL). The reaction mixture was heated at 150 for 15 min in a Smith microwave reactor. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate extracts were combined, washed with brine, dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using ethyl acetate as eluant. The appropriate fractions were combined and evaporated under reduced pressure to give A solid. The solid was recrystallized from acetonitrile, collected by filtration and dried to give the title compound. Yield = 55 mg (23%)

The chemical industry reduces the impact on the environment during synthesis 52605-96-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 80827-67-4 , The common heterocyclic compound, 80827-67-4, name is 1-(3-Methoxypyridin-2-yl)piperazine, molecular formula is C10H15N3O, 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.

EXAMPLE 9 1-(8-Aza-bicyclo[3.2.1]oct-8-yl)-4-[4-(3-methoxy-pyridin-2-yl)-piperazin-1-yl]-2-phenyl-butan-1-one The title compound was prepared from 4-(3-methoxy-pyridin-2-yl)-piperazine (1.0 g, 5.0 mmole) 1-(8-aza-bicyclo[3.2.1]oct-8-yl)-4-bromo-2-phenyl-butan-1-one (1.6 g, 4.76 mmole), diisopropylethylamine (0.9 g, 7.0 mmole) and potassium iodide (0.8 g, 5.0 mmole) in dimethylformamide (30 mL) in the manner described in example 2 to yield 0.87 g of title product as the hydrochloride hydrate, m.p. 140-147 C. Elemental Analysis For: C27 H36 N4 O2. HCl H2O Calcd: C, 64.46; H, 7.81; N, 11.14. Found: C, 64.32; H, 7.91; N, 10.64.

The synthetic route of 80827-67-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; John Wyeth & Brother, Ltd.; American Home Products Corp.; US5610154; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem