Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 1136-52-3, (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-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, HPLC of Formula: C11H15NO3, blongs to pyridine-derivatives compound. HPLC of Formula: C11H15NO3

Anhydrous THF (200 mL) was added to NaH (60%, 24 g, 600 mmol) at 0 C under a nitrogen atmosphere. To this suspended mixture a solution of 2,2,8-trimethyl-4H-[1 ,3]dioxino[4,5-c]pyridin-5- yl)methanol (32.0 g, 150 mmol) in 400 mL of THF (J. Med. Chem. , 1977, 20, 745) was added. The resulting mixture was refluxed for 30 min; a significant amount of precipitate accumulated during the reflux. After cooling to room temperature, p-methoxybenzyl chloride (23.5 g, 150 mmol) was introduced drop-wise and the resulting mixture was refluxed for another 8 h. The reaction was quenched carefully by adding ice-cold water to the viscous mixture at 0 C and diluted with a saturated ammonium chloride solution followed by extraction with methylene chloride. The combined organic extracts were washed with brine, dried (IXfeSCU), and concentrated yielding a brown oil. The crude product was purified by chromatography (10% ethyl acetate/petroleum ether) yielding 25.0 g of Compound 9 (50% yield); LC-MS (M+H)+ m/z 331.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1136-52-3, (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MONTREAL HEART INSTITUTE; POIRIER, Steve; STRANIX, Brent Richard; MAYER, Gaetan; (82 pag.)WO2019/84681; (2019); 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. 15513-52-7, name is 2,6-Dimethyl-3-nitropyridine, molecular formula is C7H8N2O2, 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. HPLC of Formula: C7H8N2O2

A solution of 2,6-dimethyl-3-nitropyridine (50 g, 329 mmol) and SeO2 (5.02 g, 27.9 mmol) in dioxane (500 mL) was heated at reflux for 16 hours. The solution was filtered, the solvent removed and the residue purified by column chromatography directly (20% EtOAc/hexanes). The material was recrystalized from ethyl acetate to give 41 g of 6-methyl-5-nitropicolinaldehyde (41 g, 75%), a pale yellow solid; 1HNMR (CDCl3, 400 MHz) delta 2.94(s, 3H), 7.98 (d, J=8.34, 1H), 8.41 (d, J=8.34, 1H), 10.09 (s, 1H). Exact mass calculated for C7H6N2O3: 166.04, found: 167.12 MS m/z (MH+).

With the rapid development of chemical substances, we look forward to future research findings about 15513-52-7.

Reference:
Patent; Jones, Robert M.; Lehmann, Juerg; Wong, Amy Siu-Ting; Hurst, David; Shin, Young-Jun; US2006/155128; (2006); 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. 19437-26-4, name is Di(pyridin-2-yl)methanone, molecular formula is C11H8N2O, 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. category: pyridine-derivatives

A mixture of p-toulenesulphonyl hydrazine (200 mg,1.29 mmol) and dipyridyl ketone (238 mg, 1.29 mmol) alongwith two drops of glacial acetic acid was refluxed inmethanol for 6 h (Scheme 1). The solvent was removed usingrotavapor and the product, yellow oily mixture was passedthrough silica gel column using hexane and methanol (1:1)as solvents. The compound was obtained as yellow solid.M.p.: 160C. Yield: (75%). FTIR (KBr pellet, cm-1): 3079nu(C-H), 1631 nu(C=N), 1601 nu(C=C). 1H NMR (DMSO-d6, 400MHz, delta, ppm): 9.24 (d, 1H, JHH = 7.2 Hz), 8.75 (d, 1H,JHH = 4.4 Hz), 8.53 (d, 1H, JHH = 8.8 Hz), 8.37 (d, 1H,JHH = 7.6 Hz), 8.20-8.13 (m, 2H), 7.67 (t, 1H, JHH = 7.6Hz), 7.36 (t, 1H, JHH = 7.6 Hz). UV/Vis (MeOH) lambdamax, nm(epsilon, M-1 cm-1) = 222 (2.12 ¡Á 105), 264 (1.0 ¡Á 105), 306(1.21 ¡Á 105). HRMS (ESI) m/z: calcd.: 196.0749, found: 197.0851 [M+H]+. Anal. Calcd. (%) for C11H8N4C, 67.34;H, 4.11; N, 28.55. Found (%): C, 67.64; H, 3.91; N, 28.75.

With the rapid development of chemical substances, we look forward to future research findings about 19437-26-4.

Reference:
Article; Palepu, Narasinga Rao; Kollipara, Mohan Rao; Journal of Chemical Sciences; vol. 129; 2; (2017); p. 177 – 184;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1184172-46-0, 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. 1184172-46-0, name is 2-Chloro-3-fluoro-4-hydroxypyridine, molecular formula is C5H3ClFNO, 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.

2-Chloro-3-fluoro-4-hydroxypyridine (10 mmol), methyl iodide (20 mmol) and potassium carbonate (20 mmol) in acetone (100 ml) was refluxed overnight. The inorganic salt was filtered and the solvent was evaporated. The residue was purified on column (eluent: ethyl acetate: hexane = 1 :5) to afford a colorless liquid (52%).

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 1184172-46-0, 2-Chloro-3-fluoro-4-hydroxypyridine.

Reference:
Patent; BTG INTERNATIONAL LIMITED; WO2009/103950; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98549-88-3 ,Some common heterocyclic compound, 98549-88-3, molecular formula is C7H6N2O, 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 mixture of formula 8 (R=methyl and X=F, 100 g), formula 7 (152 g), potassium phosphate (190 g),and diglyme were stirred at 1 1 OmicronC for 20-22 hours. Afte r cooling, the reaction mixture was filtered through a Celite bed and the filtrate was washed with diglyme (150 mL). Activated carbon (10 g) was charged and the mixture was stirred for 1 hour. The reaction mass was filtered through a Celite bed and the filtrate was washed with diglyme. Water (3000 mL)was added to the mother liquor and the mixture was stirred at 0- 5C for 2 hours. The mixture was then filtered and the obtained solid was washed with water (450 mL) then dried at 60C under vacuum. Toluene was added and the mixture was stirred at 80C. After cooling to 0-5C, the reaction mixture stirred for 2 hours, filtered, and the obtained solid was washed with chilled toluene. The solid was suck dried then dried under vacuum (50mm Hg) at 50 (80g, Yield: 0.8 w/w).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98549-88-3, its application will become more common.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JOSHI, Rajesh; TRIPATHI, Anil Kumar; CHAUDHARI, Chandrakant; GOTTUMUKKALA, Nagaraju; POKHARKAR, Kiran; SANGVIKAR, Yogesh; VADALI, Lakshmanarao; JAYACHANDRA, Suresh Babu; (48 pag.)WO2018/29711; (2018); A2;,
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.73998-95-5, name is (4,6-Dichloropyridin-3-yl)methanol, molecular formula is C6H5Cl2NO, molecular weight is 178.02, as common compound, the synthetic route is as follows.Computed Properties of C6H5Cl2NO

^-Dichloro-S-trichloromethyl-pyridine:; To a solution of (4,6-dichIoropyridin-3-yl)methanol (7 g, 39 mmol) in CCl4 (200 mL), was added sulfuryl dichloride (120 mL) dropwise with stirring. The resulting solution was heated at reflux overnight. The mixture was concentrated and the pH was adjusted to pH 8 by the addition OfNaHCO3 (2N). The resulting solution was extracted with EtOAc (2 x 100 mL) and the organic layers were combined and dried over Na2SO4. The residue was purified bysilica gel column chromatography to afford 1.2 g (12%) of 2,4-dichloro-5-(trichloromethyl)pyridine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73998-95-5, (4,6-Dichloropyridin-3-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; KALYSPSYS, INC.; NOBLE, Stewart A.; OSHIRO, Guy; MALECHA, James W.; ZHAO, Cunxiang; ROBINSON, Carmen K. M.; DURON, Sergio G.; SERTIC, Michael; LINDSTROM, Andrew; SHIAU, Andrew; BAYNE, Christopher; KAHRAMAN, Mehmet; LOU, Boliang; GOVEK, Steven; WO2006/55187; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 694-85-9, 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. 694-85-9, name is 1-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

i) [(l,6-dihydro-l-methyl-6-oxo-3-pyridinyl)sulfonyl]-, 1,1-dimethylethyl ester carbamic acid; hlorosulfonyl isocyanate (6mL) was added dropwise to a solution of 2-methyl-2-propanol(6.5mL) in DCM (75mL) at 0¡ãC. After 5min, l-methyl-2(lNo.)-pyridinone (9mL) was addeddropwise followed by A^Af-du’sopropylethylamine (14.5mL) also added dropwise. Thereaction mixture was then allowed to warm to room temperature over 18h. E^O (lOOmL) wasadded to the reaction mixture and the organic layer was separated. The aqueous was thenfurther extracted with DCM (2xlOOmL). The combined organic layers were dried (MgSO4),filtered and evaporated to give the subtitle compound as a pale yellow oil. Yield: 7gJH NMR: 5 (CDC13) 1.45 (s, 9H), 3.62 (s, 3H), 6.60-6.64 (m, 1H), 7.69-7.74 (m, 1H), 8.21-8.24 (m, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,694-85-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/24823; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67625-37-0, 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 67625-37-0, name is Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 30 (8 g, 29.73 mmol), 2-chlorobenzaldehyde (6.7 ml, 59.58 mmol),2,2-dimethyl-1,3-dioxane-4,6-dione (8.6 g, 59.67 mmol), L-proline (170 mg, 1.48 mmol)and MgSO4 (11 g, 91.39 mmol) in acetonitrile (80 mL) was heated at 90 C for 33 h, followed by 100 C 15h. The reaction cooled to r.t., and the solid filtered off, and washed with methanol (2 x 50 mL). The filtrate was concentrated in vacuo and triturated with diethyl ether (50 mL) and sonicated for 1 0mm and resulting gum was filtered off andrinsed with diethyl ether (2 x 50 mL) yielding the title compound as beige solid (10.2g,76%). 1H NMR (500 MHz, Methanol-d4) oe 8.79 (s, 1H), 7.74 (d, J 7.7 Hz, 1H), 7.67 -7.55 (m, 2H), 7.43 – 7.34 (m, 2H), 7.34 – 7.20 (m, 1H), 5.56 (dd, J 9.5, 6.0 Hz, 1H), 4.35(qt, J 7.4, 3.7 Hz, 2H), 3.70 (dd, J 16.7, 9.5 Hz, 1H), 3.40 (dd, J 16.7, 6.0 Hz, 1H), 1.34(t, J 7.1 Hz, 3H). LCMS (ESj RT 1.24 mm, 45 1.0/453.0 (M+H)t

According to the analysis of related databases, 67625-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; SANOFI; DE HARO GARCIA, Teresa; DELIGNY, Michael; HEER, Jag Paul; QUINCEY, Joanna Rachel; XUAN, Mengyang; ZHU, Zhaoning; BROOKINGS, Daniel Christopher; CALMIANO, Mark Daniel; EVRARD, Yves; HUTCHINGS, Martin Clive; JOHNSON, James Andrew; JADOT, Sophie; KEYAERTS, Jean; MAC COSS, Malcolm; SELBY, Matthew Duncan; SHAW, Michael Alan; SWINNEN, Dominique Louis Leon; SCHIO, Laurent; FORICHER, Yann; FILOCHE-ROMME, Bruno; (365 pag.)WO2016/50975; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 112197-16-7, Adding some certain compound to certain chemical reactions, such as: 112197-16-7, name is (2-Methoxypyridin-3-yl)methanol,molecular formula is C7H9NO2, 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 112197-16-7.

Step 2: 3-(Bromomethyl)-2-methoxypyridine Int-37 To a solution of (2-methoxypyridin-3-yl)methanol (811 mg, 5.8 mmol) and N- bromosuccinimide (1.24 g, 7.0 mmol) in DCM (10 mL) was added triphenylphosphine (1.8 g, 7.0 mmol) at rt and the mixture was stirred for 2 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04 and concentrated. The crude product was purified on silica gel to give 3-(bromomethyl)-2-methoxypyridine (829 mg, 70%) as clear oil. FontWeight=”Bold” FontSize=”10″ H NMR (CDC13) 8.14 (dd, J= 5.0, 1.9 Hz, 1H), 7.63 (dd, J- 7.3, 1.9 Hz, 1H), 6.89 (dd, J= 7.3, 5.0 Hz, 1H), 4.51 (s, 2H), 4.04 (s, 3H).

According to the analysis of related databases, 112197-16-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
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 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Bromo-3-(bromomethyl)pyridine

PREPARATION 484-[(2-Bromo-3-pyridyl)methyl]morpholin-3-one; To a solution of 2-bromo-3-bromomethyl-pyridine (0.68 g, 2.36 mmol) in dimethylformamide (10 mL) are added sodium hydride (0.11 g, 60% suspension, 2.82 mmol), morpholin-3-one (0.20 g, 1.97 mmol) and tetrabutylammonium iodide (catalytic) at 0 C. The mixture is stirred at room temperature for 16 hours. After completion, the reaction mixture is partitioned between ethyl acetate (25 mL) and water (25 mL). The aqueous layer is extracted with ethyl acetate (2¡Á25 mL) and the combined organic extracts are dried over sodium sulfate and concentrated in vacuo. The crude material is purified by column chromatography over silica gel eluting with hexane/ethyl acetate (55:45) to yield 0.35 g (66%) of the title compound. MS (m/z): 271/273 (M+1, M+3).

With the rapid development of chemical substances, we look forward to future research findings about 94446-97-6.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118251; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem