Day: March 10, 2021

Adding a certain compound to certain chemical reactions, such as: 136818-50-3, 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Synthesis of 3-bromo-lH-pyrrolo [2 , 3-jb]pyridine-2-carboxylic acid and methyl 3-bromo-lif-pyrrolo [2 , 3-?>]pyridine-2-carboxylate2 4 Treatment of 2 with i7-bromosuccinimide in chloroform gives3-bromo-lH-pyrrolo [2 , 3-jb]pyridine-2-carboxylic acid (4) .

The synthetic route of 136818-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRONWOOD PHARMACEUTICALS INCORPORATED; LUDRIGAN, Regina; JEFFREY, John; MERMERIAN, Ara; WO2010/5528; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 14482-51-0, 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.14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.89, as common compound, the synthetic route is as follows.

Raw material selection: 17.5 g of 2-bromo-3,5-dichloropyridine, 34.54 g of cuprous cyanide (CuCN), 12.6 g of 2-methylimidazole,The reaction organic solvent dimethylacetamide (DMSO) 105 ml; purified organic solvent n-heptane 100 ml.In the process of extracting and washing the organic solvent (or ethyl acetate or toluene or cyclohexane or petroleum ether) after the completion of the reaction, the amount of the organic solvent and the amount of water are conventional and not limited; the following specific process is toluene Extraction is an example.Reaction step: 17.5 g of 2-bromo-3,5-dichloropyridine prepared above, 34.54 g of cuprous cyanide (CuCN), 12.6 g of 2-methylimidazole were added to a dry 250 ml reaction flask, and an organic solvent was added. 105 ml of dimethylacetamide was heated to 105-110 C under the protection of nitrogen, and the reaction was completely cooled to room temperature.Add 150 ml of toluene in an organic solvent, stir for about 10 minutes, add 100 ml of water, filter the solid, separate the organic phase from the filtrate, and wash the residue twice with toluene (50 ml/time).The washing liquid continues to extract the aqueous phase, and the liquid phase is separated, and the organic phase is combined, washed once with 100 ml of water, and evaporated to dryness under reduced pressure at 60 C in a water bath.Producing a crude solid of 3,5-dichloro-2-cyanopyridine;The crude solid of 3,5-dichloro-2-cyanopyridine obtained is recrystallized from purified organic solvent n-heptane: 100 ml of n-heptane is added and heated to 90 C to dissolve, and then slowly cooled to about 10 C to precipitate a solid, and the product is obtained by filtration. ,Drying at 40-60 C under vacuum gave 9.1 g of 3,5-dichloro-2-cyanopyridine, the yield was 68.2%, the product purity was 99.2%, and the total reaction yield was 64.4%.

The chemical industry reduces the impact on the environment during synthesis 14482-51-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hangzhou East China Pharmaceutical Group Zhejiang Huayi Pharmaceutical Co., Ltd.; Weifang Haixin Pharmaceutical Co., Ltd.; Lou Qingming; Wu Lei; Lou Lei; (8 pag.)CN109020882; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105170-27-2, 2-Bromo-5-methoxypyridine, 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, 105170-27-2, blongs to pyridine-derivatives compound. category: pyridine-derivatives

5-methyl-4-{[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamino]-methyl-furan-2-carboxylic acid methyl ester (164) (130mg, 0.525mmoles) was added to a degassed mixture of 2-bromo-5-methoxy-pyridine (99mg, 0.350mmoles), bis-(dibenzylidene-acetone)-palladium(0) (6mg) and triphenylphosphine (11mg) in toluene/dimethylformamide 1 : 1 v/v (5ml) under an argon atmosphere. Aqueous potassium carbonate (0.23ml of a 3M solution) was added and the mixture was heated at 100C for 16 hours. The reaction mixture was concentrated and the residue was purified by HPLC to afford compound 165 (38mg). LC/MS System A; Rt = 2.55mins, m/z (ES+) = 353 (M+H for C20H20N2O4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,105170-27-2, its application will become more common.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 757978-18-0 ,Some common heterocyclic compound, 757978-18-0, molecular formula is C7H4BrIN2, 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.

60% NaH in oil (150 mg, 3.74 mmol) was added to a solution of 5-bromo-3-iodo-lH- pyrrolo[2,3-b]pyridine (1.0 g, 3.12 mmol) in dry DMF (6 mL) at 00C. The reaction mixture was allowed to warm to rt over 1 h and cooled again to 0 0C. 2-(chloromethoxy)ethyl)trimethylsilane (661 uL, 3.74 mmol) was then added and the reaction was maintained for 1.5 h. The reaction was then quenched with water and the mixture was concentrated in vacuo. The resulting crude solid was dissolved in EtOAc (75 mL) and washed sequentially with water (2 X 25 mL), aqueous 2.0 M HCl (50 mL), water (25 mL), and then brine (50 mL). The solution was dried (Na2SO^ and concentrated to yield 1.48 g of 5-bromo-3-iodo-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-pyrrolo[2,3,-delta]pyridine:LCMS (m/z): 455.0 (MH+), tR= 1.47 min .

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. 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2009/115572; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 101990-69-6, 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.101990-69-6, name is 2,6-Dichloropyridine-4-methanol, molecular formula is C6H5Cl2NO, molecular weight is 178.02, as common compound, the synthetic route is as follows.

A solution of (2,6-dichloro-pyridin-4-yl)-methanol (44.5 mg, 0.25 mmol, 1.25 equiv; commercially available) and 1-(4-chloro-3-ethoxy-benzyl)-piperidin-4-ylamine (53.8 mg, 0.20 mmol, 1.2 equiv; intermediate A2) in DMF (2.0 mL) was heated by microwave irradiation to 220 C. for 1 h. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 3.2 mg (4%) of the title compound. MS (ISP): 410.3 [M+H]+.

Statistics shows that 101990-69-6 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloropyridine-4-methanol.

Reference:
Patent; Binggeli, Alfred; Christ, Andreas D.; Maerki, Hans P.; Martin, Rainer E.; US2008/45544; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C12H11NO2

A mixture of 4-benzyloxy-2(lH)-pyridone (50 mg, 0.0025 mol), 2-bromo-5-iodotoluene (1.13 g, 0.0038 mol), CuI (0.238 g, 0.0015 mol), N,N-dimethylethylenediamine (0.266 ml, 0.0025 mol), and K3PO4 (1.06 g, 0.005 mol) in dioxane/DMF 9:1 (75 ml) was stirred at 180 0C in a microwave for 15 minutes Then, DCM was added. The solid was filtered off through dicalite and the filtrate was washed with NH4OH 32 %. The organic layer was separated, dried over Na2SO4 and the solvent was evaporated. The residue was purified by column chromatography (eluent: DCM). The desired product was collected and evaporated. The resulting product was precipitated with DIPE yielding 0.737 g of intermediate compound 1-11 (80 %).

With the rapid development of chemical substances, we look forward to future research findings about 53937-02-3.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/68265; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17282-03-0, 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. 17282-03-0, name is 3-Bromo-2-chloro-5-methylpyridine. A new synthetic method of this compound is introduced below.

Example 143A 3-bromo-5-(bromomethyl)-2-chloropyridine 3-Bromo-2-chloro-5-methylpyridine (4 g, 19.37 mmol), N-bromosuccinimide (3.79 g, 21.3 mmol) and benzoic peroxyanhydride (0.239 g, 0.969 mmol) were combined in carbon tetrachloride (40 mL), heated under reflux for 24 hours, cooled, and filtered to remove succinimide. The filtrate was concentrated. The resulting residue was purified by chromatography (silica gel, 0-30% ethyl acetate in heptanes) to afford the title compound (1.9 g, 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-03-0, its application will become more common.

Reference:
Patent; Wang, Le; Pratt, John; Hasvold, Lisa A.; Liu, Dachun; Dai, Yujia; Fidanze, Steven D.; Holms, James H.; Mantei, Robert A.; McDaniel, Keith F.; Sheppard, George S.; McClellan, William J.; US2014/275026; (2014); 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. 886365-43-1, name is 5-Bromo-3-methylpicolinic acid, molecular formula is C7H6BrNO2, 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. COA of Formula: C7H6BrNO2

To a solution of compound 7 (4.9 g, 22.68 mmol) in C2H5OH(20 mL) was added H2SO4 (2.2 g, 22.68 mmol) at room temperature.The mixture was heated at 80 C for 8 h. Solvent was concentrated invacuo and EtOAc (200 mL) was added. After washed with water(100 mL¡Á3), the organic phase was dried over Na2SO4, filtered andconcentrated in vacuo. The residue was purified by flash columnchromatography (silica gel, petroleum ether/EtOAc=20/1) to affordethyl 5-bromo-3-methylpicolinate (8, 4.6 g, 83%) as colorless liquid. 1HNMR (300 MHz, DMSO-d6) delta (ppm): 8.62 (s, 1H), 8.14 (s, 1H), 4.34 (q,J=7.1 Hz, 2H), 2.45 (s, 3H), 1.32 (t, J=7.1 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 886365-43-1.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1214353-79-3, 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 1214353-79-3 as follows.

NaH (2.26 g, 66 mmol) was added in portions to a solution of 2-methoxyethanol (30 mL). The mixture was stirred for 30 min at room temperature. Then 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (Example 9 c, 3 g, 12 mmol) was added and the reaction mixture was heated to 100 C. overnight. The mixture was poured into water and extracted with ethyl acetate (30 mL). The pH of the aqueous layer was adjusted to 2 by addition of 1 N hydrochloric acid and the resulting mixture was extracted with ethyl acetate (3¡Á50 mL). The combined organic extracts were washed three times with brine, dried (sodium sulfate) and evaporated. The crude title compound (2.48 g, yellow solid) was used for the next reaction step without further purification; MS (EI): m/e 276.0 [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,1214353-79-3, its application will become more common.

Reference:
Patent; Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun; US2012/316147; (2012); 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. 1034921-05-5, name is Methyl 4-chloro-3-fluoropicolinate. A new synthetic method of this compound is introduced below., SDS of cas: 1034921-05-5

A. Synthesis of methyl 3-fluoro-4-(2-(5-nitropyridin-2-ylamino)thiazol-5-ylthio)picolinate To a stirring suspension of N-(5-nitropyridin-2-yl)-5-thiocyanatothiazol-2-amine (2.00 g, 7.16 mmol) in MeOH (72 mL) was added dithiothreitol (2.22 g, 14.39 mmol). After 5 minutes, methyl 4-chloro-3-fluoropicolinate (1.51 g, 7.97 mmol), K3PO4 (1.98 g, 9.33 mmol) and DMF (72 mL) were sequentially added. After 2 hours, the reaction was poured into an ice/water (~1.4 L) mixture with stirring for 90 minutes, diluted to ~3.5 L with water, allowed to sit overnight. The solid was collected by filtration, washed with water and allowed to air dry overnight. The product was obtained (2.384 g, 82%) as a solid: 1H NMR (400 MHz, DMSO-d6) delta ppm: 12.68 (1H, s), 9.19 (1H, d, J=2.78 Hz), 8.53 (1H, dd, J=9.35, 2.78 Hz), 8.32 (1H, d, J=5.05 Hz), 7.96 (1H, s), 7.23 (1H, d, J=9.35 Hz), 7.15 (1H, t, J=5.43 Hz), 3.89 (3H, s); LC/MS (M+H)+: 408. HPLC ret. time (Condition B): 1.78 min.

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, 1034921-05-5, Methyl 4-chloro-3-fluoropicolinate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; US2010/48581; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem