Category: pyridine-derivatives

Application of 138116-34-4, 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 138116-34-4 as follows.

Step 5: To a stirred solution of (4-aminopyridin-3-yl)methanol (200 mg, 1.61 mmol) in dimethylformamide were added imidazole (219 mg, 3.22 mmol, 2 eq) and tert-butyldimethylchlorosilane (267 mg, 1.77 mmol, 1.1 eq). The reaction mixture was stirred at room temperature for 5 h. The mixture was dissolved in ethylacetate and washed with water several times. The organic layer was dried over MgSO4 and filtered. The filtrate was removed in vacuo. The crude was purified by column chromatography get 3-((tert-butyldimethylsilyloxy)methyl)pyridin-4-amine (325 mg, 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138116-34-4, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/29961; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98027-84-0, 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. 98027-84-0, name is 2,6-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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 mixture of 2,6-dichloro-4-iodopyridine (40 g, 146 mmol), benzenethiol (16.4 mL, 160 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (8.45 g, 14.6 mmol), and diisopropylethylamine (48.3 mL, 292 mmol) in dioxane (600 mL) was flushed with N2 for 5 min before tris(dibenzylideneacetone)dipalladium (0) (6.69 g, 7.30 mmol) was added and the resulting mixture stirred at 110C for 90 min. The resulting suspension was concentrated in vacuo and purified by flash chromatography, eluting with DCM (0 – 40 %) in heptane to yield the title compound as a white solid (28.8 g, 77 ). 1H NMR (500 MHz, DMSO-d6) delta 8.01- 7.39 (m, 5 H), 7.06 (s, 2 H).

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 98027-84-0, 2,6-Dichloro-4-iodopyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BROMIDGE, Steven; BURCH, Jason; HEIFETZ, Alexander; KRULLE, Thomas; MONTALBETTI, Christian A.G.N.; PEI, Zhonghua; PEREZ-FUERTES, Yolanda; TRANI, Giancarlo; (223 pag.)WO2016/1341; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 101066-61-9, 2-Chloroisonicotinaldehyde, 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

A slurry of 2-chloro-4-formylpyridine (1.49 Kg, 10.5 mole, 1.05 equiv), 2-aminothiazole (1.27 Kg, 10.0 mole, 1.0 equiv), K3PO4 (2.34 Kg, 11.0 mole, 1.1 equiv) in toluene (20 L) is degassed by two vacuum/nitrogen cycles. Pd2(dba)3 (114.5 g, 0.125 mmol, 2.5mol % Pd) and Xantphos (159 g, 0.275 mole, 2.75mol %) are then added and the mixture is degassed by one vacuum/nitrogen cycle followed by bubbling nitrogen through the slurry for 10 minutes. The mixture is heated to 60 C. and degassed water (90 mL, 5.0 mole, 0.5 equiv) was added over 5 minutes. The mixture is then heated to 90 C. and aged for 8 h. [0227] It is cooled to rt and filtered. The filter cake is washed with toluene (20 L) until very little DBA is observed in the wash. DMAc (24 L) is added to the filter cake to dissolve the product. The insoluble is filtered off and washed with more DMAc (6 L). The filtrate is acidified with concentrate HCl (110 mL) to pH 2.7. Water (3 L) is added and the mixture is concentrated at 40-50 C. under vacuum to remove most of the residual toluene by azeotropic distillation. More water (3 X 1L) is added as the distillation progress. [0228] The mixture is seeded and then water (13 L) is added at a rate of about 1.3 L/h. The product is filtered and washed with 5/4 DMAc/water (4.0 L X 2), water (4.0 L), acetone (4 L X 2), and then oven dried at 40 C. under vacuum (100 mmHg) with nitrogen sweep to give the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101066-61-9, 2-Chloroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Zhao, Matthew M.; Bilodeau, Mark T.; US2004/23980; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 624-28-2, 2,5-Dibromopyridine, 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, 624-28-2, blongs to pyridine-derivatives compound. Computed Properties of C5H3Br2N

To a stirred solution of 2,5-dibromopyridine (1.0 g, 4.2 mmol) in tert-butanol (5 ml) was added (S)-3-hydroxypyrrolidine (0.74 g, 8.44 mmol; Aldrich) and sodium carbonate (1.34 g, 12.70 mmol). The mixture was heated at 140 C. for 3 hours in a reacti-vial. After cooling to room temperature the mixture was diluted with water (20 ml) and extracted with ethyl acetate (20 ml). The aqueous component was separated and extracted with ethyl acetate (20 ml). The combined organic components were dried (Na2SO4), filtered and concentrated to give a brown oil. The crude product mixture was purified by column chromatography (eluding with 100% DCM?90:10:1 DCM:MeOH:NH3) to give the desired product as a white solid (1.0 g, 97%). 1H NMR (400 MHz, CDCl3) delta ppm 2.01-2.20 (m, 3H), 3.41-3.60 (m, 4H), 4.58-4.61 (m, 1H), 6.23 (d, 1H), 7.45 (dd, 1H), 8.11 (d, 1H). LRMS m/z (APCI) 377 [MH+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,624-28-2, its application will become more common.

Reference:
Patent; Pfizer Inc; US2008/85884; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7356-60-7, 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. 7356-60-7, name is Nicotinimidamide hydrochloride, molecular formula is C6H8ClN3, 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.

Step 3: To a solution of nicotinamidine hydrochloride (1 g, 6.35 mmol) in anhydrous DMF (12 mL) is added sodium salt of 2-dimethoxymethyl-3-hydroxy-acrylicacid methyl ester (1.46 g, 7.36 mmol) and the reaction mixture is heated at 1000C under N2 for 3 hours. After this time the reaction is cooled to room temperature and water (48 mL) is added. The precipitate is collected by filtration, washed with water and vacuum dried to afford 2-pyridin-3-yl- pyrimidine-5-carboxylic acid methyl ester (0.7 g, 51%). MS: 216 (M+H).

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 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; SANOFI-AVENTIS; WO2008/121670; (2008); A1;,
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. 65515-28-8, name is Methyl 2,6-dichloronicotinate, the common compound, a new synthetic route is introduced below. Product Details of 65515-28-8

A solution of 4-chlorophenol (12.2 g, 0.095 mol) in 36.6 mL of DMF was added at room temperature to the above solution (19.6 g of ester 2, 0.095 mol), followed by addition of triethylamine (17.3 mL, 0.124 mol) at 20-22 0C over 15 min. Solid DABCO (1.6 g, 14.2 mmol) was added to the resulting solution in one portion. A temperature increase of ~3 0C was observed. A water bath was used to maintain the reaction temperature. The reaction was stirred at 22-24 0C for 4-5 h while monitoring by LC until all of the 4- chlorophenol was consumed, resulting in a light slurry. AcOH (2.72 mL, 47.5 mmol) and IPA (57.5 mL) were added to the light slurry, followed by cold water (30 mL) to maintain the internal temperature at 20-25 0C. When the water was added, a clear solution first formed, and then a slurry of product formed. After stirring at RT for 0.5 h, additional water (86 mL) was added over 0.5 h. After the slurry was stirred at RT for 1-2 h, it was filtered. The filter cake was washed with mixed solvents (60 mL OfIPAiH2O = 1:1). The isolated solid was dried in a vacuum-oven at 50 0C for 8 h to provide the product as white cotton-like solid.

The synthetic route of 65515-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/96564; (2006); 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.58481-11-1, name is Methyl 2-chloroisonicotinate, molecular formula is C7H6ClNO2, molecular weight is 171.58, as common compound, the synthetic route is as follows.Recommanded Product: Methyl 2-chloroisonicotinate

To a suspension of lithium aluminum hydride (221 mg) in Et2O (10.0 mL) cooled to -40C was added methyl 2-chloroisonicotinate (1.00 g) in Et2O (2 mL) dropwise and the mixture was stirred at -4 0C for 30 min and quenched with water. The aqueous layer was extracted with EtOAc three times. The combined organic layer was washed with aqueous saturated NaCl, dried over MgSO4, filtered, and concentrated under reduced pressure to give (2-chloropyridin-4-yl)methanol (641 mg) as a pale brown solid.1HNMR (300 MHz, CDCl3, delta): 2.81-2.93 (m, IH), 4.72-4.80 (m, 2H), 7.17-7.26 (m, IH), 7.34-7.41 (m, IH), 8.30 (dd, J= 5.1, 0.6 Hz5 IH); ESI MS m/z 144 (M++., 100percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-11-1, Methyl 2-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS, INC.; WO2006/35967; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39856-50-3 ,Some common heterocyclic compound, 39856-50-3, molecular formula is C5H3BrN2O2, 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.

Under a nitrogen purge, the solid 4-bromo-2-nitropyridine (10. Ig; 0.05mol), potassium carbonate (10.5g; 0.075mol; -325mesh), tetrabutylammonium iodide (1.25g; 5mol%), and piperazine (5.4g; 0.0625mol) were sequentially added to 80ml acetonitrile. The suspension was heated to reflux, and maintained for 16 h. The now-bright yellow suspension was filtered hot, and the filter cake washed with a few portions of hot acetonitrile, such that the filtrate flows only slightly yellow. The filtrate quickly deposited a yellow/orange solid. This was reheated to obtain a clear solution, which was placed in the refrigerator for 16 h. The yellow/orange solid was isolated by filtration and the filter cake was washed with small portion cold CH3CN, followed by a small portion of petroleum ether. Air drying the solid provided ca 10.2g of solid material, about 65% of theory. Another 2g of material was isolated by evaporating the acetonitrile filtrate down to a semi-solid and then recrystallizing the residue from a minimum amount of hot isopropanol (treated with activated charcoal). NMR: 1.63 (s, IH), 2.99 (m, 4H), 3.36 (m, 4H), 7.14 (m, IH), 8.08 (m, 2H), m/z 209.

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. 39856-50-3, 5-Bromo-2-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884495-39-0, 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 884495-39-0 as follows.

5-Bromo-2-methoxypyridin-3-amine (1 .73 g, 6.82 mmol) was dissolved in 50 mL dioxane. Bis(pinacolato)diboron (4.4 g, 17.33 mmol) and potassium acetate (2.5 g, 25.47 mmol) were added and the mixture was submitted to three vacuum-argon cycles. Then bis(diphenylphosphino)ferrocene-palladium(ll)dichloride dichloromethane complex (0.9 g, 0.16 mmol) was added under argon conditions and the mixture heated at 80C for 2h. The reaction mixture was partitioned between ethyl acetate and water and filtered through a plug of celite. The organic phase was dried over sodium sulphate, filtered and evaporated under reduced pressure. The residue was purified using SP1Purification System (0% to 20%, hexane-ethyl acetate) to obtain 1 .43g. This solid was triturated with hexane, filtered and dried in the vacuum oven to give 0.94 g (55% yield) of the desired product as a solid. Purity 100%.LRMS (m/z): 251 (M+1 )+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-39-0, its application will become more common.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93683-65-9, 6-Chloro-3-nitropicolinonitrile, 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, 93683-65-9, blongs to pyridine-derivatives compound. Product Details of 93683-65-9

To a 1 L flask was added 2 (20.0 g, 108.8 mmol), 400 mL CH2Cl2,TBAB (16 g, 52 mmol) and a solution of rongalite (140.4 g /400 mL H2O) in proper order, the suspension wasstirred acutely at room temperature for 2 hours, after addition of another 75.2 g rongalite, the reaction mixturewas kept stirred for another 1.5 hours. After the reaction, the mixture was neutralized with saturated potassiumcarbonate and stirred for 30 minutes, then the mixture was poured into separator funnel and separated to obtainthe organic phase, the aqueous phase was extracted with CH2Cl2 (300 mL ×2), the organic phase was collectedand dried with MgSO4. After concentrating to saturate state, it was salified with hydrogen chloride saturated indiethyl ether. The white solid appeared was filtered, dissolved in water and precipitated absolutely with additionof aqueous ammonia. The mixture was filtered again to yield 14.6 g white solid (40%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Article; Fan, Yin-Bo; Li, Kun; Huang, Min; Cao, Yu; Li, Ying; Jin, Shu-Yu; Liu, Wen-Bing; Wen, Jia-Chen; Liu, Dan; Zhao, Lin-Xiang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 4; (2016); p. 1224 – 1228;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem