Tag: M.W:100-200

Synthetic Route of 4214-73-7, 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. 4214-73-7, name is 2-Amino-5-cyanopyridine, molecular formula is C6H5N3, 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.

6-aminonicotinonitrile (10 g, 80 mmol) in acetonitrile (300 mL) was treated with a 50% aqueous solution of 2-chloroacetaldehyde (26.4 mL, 210 mmol). The mixture was stirred and heated to reflux. After 6 hours, the mixture was cooled to room temperature. The mixture was concentrated to low bulk (approx. 100 mL), treated with saturated aqueous sodium hydrogencarbonate solution to neutral pH, and then extracted with dichloromethane (2 x 300 mL). The organic layer was dried (MgSO4) and evaporated and the residue was stirred with diethyl ether (200 mL), filtered and dried in vacuum to give the title compound (22.54 g, 94%) as a pale brown solid.LRMS (m/z): 144 (M+1)+.1H-NMR delta (CDCI3): 7.29 (dd, 1 H), 7.71 (d, 1 H), 7.73 (d, 1 H), 7.80 (d, 1 H), 8.61-8.62 (m, 1 H)

According to the analysis of related databases, 4214-73-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Gonzalez Rodriguez, Jacob; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; Taltavull Moll, Joan; Caturla Javaloyes, Juan Francisco; EP2338888; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1990-90-5, 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. 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, 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.

The crude 2-(5-chloro-2-fluorophenyl)-4-iodo-5,6,7,8-tetrahydroquinazoline (130 mg, 0.35 mmol, 1 eq) was dissolved in dioxane (5 ml) and to this was added Pd(OAc)2 (4 mg, 0.02 mmol, 0.05 eq) followed by BINAP (16 mg, 0.03 mmol, 0.075 eq), 4-amino-3-picoline (49 mg, 0.45 mmol, 1.3 eq) and Cs2CO3 (170 mg, 0.52 mmol,1.5 eq). The reaction mixture was heated to 80C for 15 h. The reaction mixture was cooled to r.t. and filtered through Celite and the crude material was purified by flash column chromatography (l:l/ethyl acetate:hexane) to afford [2-(5-chloro-2-fluoro- EPO phenyl)-5,6,7,8-tetrahydroquinazolin-4-yl]-(3-methylpyridin-4-yl)-amine, compound of formula (38) (110 mg, 86%)

According to the analysis of related databases, 1990-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2006/35061; (2006); 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. 97483-77-7, name is 5-Bromopicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Bromopicolinonitrile

The organically modified hectorite-loaded ionic liquid material prepared by the first embodiment of the present invention (abbreviated as MHIL) is used as a catalyst for catalytic condensation to prepare an intermediate for the treatment of diabetes drugs 5-[(3R)-3-methylperazine Pyrazin-1-yl]pyridine-2-carbonitrile (CN 101400653A),The reaction is shown in Scheme3:5-bromo-2-cyanopyridine (10 mmol, 1.81 g) under nitrogen atmosphere,Catalyst MHIL (0.36g, 20wt%),(R)-(-)-2-methylpiperazine (1.3 g, 13 mmol) was placed in 20 ml of dimethyl sulfoxide at 100-110 C. After 8 h, the reaction liquid was HPLC-detected for substrate 5-bromine- 2-cyanopyridine was not detected. The catalyst was filtered to remove MHIL. The filtrate was added with 20 ml of a 3 M% aqueous solution of methylamine, and then extracted twice with 20 ml of dichloromethane. The methyl chloride layer is concentrated under reduced pressure5-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile 1.88 g, yield 93%, HPLC purity 99.86%, LC-MS: m/z = 203.1 [M +H].The organic modified hectorite-loaded ionic liquid material prepared by the invention (abbreviated as MHIL) is used as a catalyst for preparing an intermediate for the treatment of diabetes drugs 5-[(3R)-3-methylpiperazin-1-yl] Pyridine-2-carbonitrile does not require the addition of precious metal palladium as compared to CN 101400653A, and the yield is significantly improved.Although the embodiments of the present invention have been described in detail, it is understood that various changes, modifications and changes may be made in the embodiments of the present invention without departing from the spirit and scope of the invention.

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, 97483-77-7, 5-Bromopicolinonitrile.

Reference:
Patent; Zheng Chuanhua; Lu Xueling; Zhang Lei; (10 pag.)CN109369517; (2019); A;,
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. 16063-69-7, name is 2,4,6-Trichloropyridine, the common compound, a new synthetic route is introduced below. name: 2,4,6-Trichloropyridine

A mixture of 2,4,6-trichloropyridine (2.22 g, 12.20 mmol), methyl trans-4-aminocyclohexanecarboxylate hydrochloride (2.6 g, 13.42 mmol) and cesium carbonate (6.74 g, 48.8 mmol) in DMF (30 mL) was stirred in a sealed tube at 150 C. After 5.5 hours, the crude was poured on water (30 mL) and EtOAc (30 mL). The aqueous phase was extracted with EtOAc (3×20 mL). The combined organic phases were dried (Na2SO4), filtered and concentrated. Purification of the residue by flash chromatography (hexanes/ethyl acetate 15% to 30% ethyl acetate) gave the title compound (1.02 g, 28%) as a yellow solid.LRMS (m/z): 303/305 (M+1)+.1 H NMR (250 MHz, CHLOROFORM-d) delta ppm 1.24 (m, 4H), 1.6 (m, 2H), 2.11 (m, 2H), 2.31 (m, 1 H), 3.26 (m, 1 H), 3.69 (s, 3H), 4.32 (d, J = 7.3 Hz, 1 H), 6.34 (s, 2H)

The synthetic route of 16063-69-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta; EP2441755; (2012); A1;,
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.89-00-9, name is Pyridine-2,3-dicarboxylic acid, molecular formula is C7H5NO4, molecular weight is 167.1189, as common compound, the synthetic route is as follows.COA of Formula: C7H5NO4

Pyridine-2,3-dicarboxylic acid 43.1 (20 g, 121 mmol) was dissolved in methanol (400 ml) then concentrated sulfuric acid (12.9 ml, 242 mmol) was added and the mixture was stirredreflux for 18 h. The volatiles were removed, and the liquid poured carefully into saturatedsodium carbonate. The pH was adjusted to 7 with sodium carbonate then extracted threetimes with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered andevaporated to provide compound 43.2 (19.5 g, 83percent) as an oil. 1H NMR (CDCI3, 300 MHz)3.96 (5, 3H), 4.04 (5, 3H), 7.50 (dd, 1H), 8.17 (d, 1H), 8.76 (d, 1H). UPLC (CSH 2-50percent)0.57 (196 [M+H]) 99percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89-00-9, Pyridine-2,3-dicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF SHEFFIELD; RICHARDS, Gareth; SKERRY, Timothy, M.; HARRITY, Joseph, P.A.; ZIRIMWABAGABO, Jean-Olivier; TOZER, Matthew, J.; GIBSON, Karl, Richard; PORTER, Roderick, Alan; BLANEY, Paul, Matthew; GLOSSOP, Paul, Alan; (369 pag.)WO2018/211275; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16498-81-0 , The common heterocyclic compound, 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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.

Add 100 ml of water and 20 g of 2-methoxynicotinic acid to a 250 ml three-necked flask, then add 32 g of NBS.After 16 hours of reaction at a temperature of 20-25 degrees, a sample was taken for HPLC detection, and the reaction was terminated when HPLC detected that the starting material was less than 2%.After the end of the reaction, the mixture was filtered, and the solid was dried to give the product 2-methoxy-5-bromonicotinic acid, weight: 26.36 g, yield 87%.

The synthetic route of 16498-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huichuan Bio-pharmaceutical Technology Co., Ltd.; Tang Bengang; He Weihua; (16 pag.)CN109503473; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60832-72-6, 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. 60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one. A new synthetic method of this compound is introduced below.

Step-2 [0135] To the stirred solution of compound 2 (0.5 g, 3.35 mmol) in DMF (3 ml) was added bromine (0.53 g, 3.35 mmol) at 0 C. After 2 h stirring at room temperature, reaction mass was poured onto crushed ice, solid was followed out, filtered the solid and dried under vacuum to get the desired compound 3 (0.25 g)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rangarajan, Radha; Kumar, Rajinder; Prabhakar, BV; Chandrasekhar, P; Mallikarjuna, P; Banerjee, Ankita; US2014/249170; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 139022-25-6 , The common heterocyclic compound, 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, 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.

To a solution of compound B-266 (4.3 g, 27 mmol) in anhydrous tetrahydrofuran (25 mL) was added borane dimethyl sulfide complex (5.8 mL, 10 N in dimethyl sulfide, 58 mmol) dropwise at 0 C. The resulting solution was stirred at 0 C for 0.5 hour, then heated to 80 C and stirred at this temperature for 3 hours. On completion, the mixture was quenched with methanol (10 mL) at 0 C, concentrated in vacuo and purified by silica gel chromatography [dichloromethane: methanol = 10: 1] to give compound B-267 (1.0 g, 26% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 149.1 , tR = 0.279.

The synthetic route of 139022-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13508-96-8, 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 13508-96-8, name is 2-Methyl-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-methyl-4-nitropyridine (13.8 g, 0.1 mol) was dissolved in a methanol solution.10% Pd/C (0.1 g) was added, and the reaction was carried out in an autoclave, and hydrogen gas was passed to a pressure of 0.5 MPa, and the temperature was raised to 30 C for 15 hours.TLC was monitored until the reaction was complete, cooled to room temperature, diatomaceous earth was filtered, and the filter cake was washed with dichloromethane.This prevents Pd/C from catching fire and the filtrate is concentrated to give 2-methyl-4-aminopyridine.The molar yield was 97%.

According to the analysis of related databases, 13508-96-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Danyang Ning David Fang To Detect Co., Ltd.; Wei Qian; (5 pag.)CN109748854; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52200-48-3, 3-Bromo-2-chloropyridine, 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 C5H3BrClN, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrClN

To a mixture of 3-bromo-2-chloropyridine (200 mg, 1 mmol) in EtOH (5 ml_) was added t- BuOK (233 mg, 2 mmol) The mixture was stirred at 80C for 12 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give the crude product. The residue was purified by flash chromatography on silica gel (0%~40% ethyl acetate in petroleum ether) to afford 3-bromo-2-ethoxypyridine.

The synthetic route of 52200-48-3 has been constantly updated, and we look forward to future research findings.

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