Day: May 25, 2021

Adding a certain compound to certain chemical reactions, such as: 1737-93-5, 3,5-Dichloro-2,4,6-trifluoropyridine, 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, 1737-93-5, blongs to pyridine-derivatives compound. Application In Synthesis of 3,5-Dichloro-2,4,6-trifluoropyridine

Allgemeine Darstellung von [PENTAFLUORPYRIDIN (PFPY)] aus 3, [5-DICHLOR-2,] 4,6- [FLUORPYRIDIN] [(DCTFPY)] mittels [CHLOR-FLUOR-AUSTAUSCHREAKTION]. In 135 g [GESCHMOIZENEN SULFOLAN] (1,12 mol) werden nacheinander 11 [MMOL] des jeweiligen Katalysators, 38,3 g Kaliumfluorid (0,66 mol) und 50 g Chlorbenzol vorgelegt. Durch Destillation bei verminderten Druck wird die Mischung azeotrop getrocknet. Man [KueHLT AUF 40C] ab, ueberfuehrt in einen Autoklaven und gibt zu der warmen Reaktionsmischung 44,4 g 3, [5-DICHLOR-2,] 4, 6-fluorpyridin (0,22 mol). Man erhitzt auf [215C,] nach 22 Stunden wird auf Raumtemperatur abgekuehlt und der Gehalt an [PENTAFLUORPYRIDIN (PFPY)] gaschromatographisch bestimmt.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1737-93-5, its application will become more common.

Reference:
Patent; CLARIANT GMBH; WO2003/101926; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5969-83-5, 2-(4-Chlorophenyl)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, name: 2-(4-Chlorophenyl)pyridine, blongs to pyridine-derivatives compound. name: 2-(4-Chlorophenyl)pyridine

General procedure: A mixture of aryl halide (0.5 mmol), phenylboronic acid(0.5 mmol), K2CO3 (0.5 mmol), and nano-Pd/Fe3O4/ZnO(0.003 g, contain 9.7 × 10-5 mol% Pd), and H2O (1 mL) was stirred at 100 C in an oil bath under air atmosphere. After completion of the reaction, the catalyst was removed by a magnet and the resulting mixture was quenched with water and extracted with EtOAc (2 × 10 mL). The combined organic layer was dried over anhydrous sodium sulfate(Na2SO4) and evaporated in a rotary evaporator under reduced pressure. Resulting product was purified by column chromatography on silica gel using n-hexane/ethylacetate (5:1) as eluent to afford the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5969-83-5, 2-(4-Chlorophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Article; Hosseini-Sarvari, Mona; Khanivar, Ameneh; Moeini, Fatemeh; Journal of the Iranian Chemical Society; vol. 13; 1; (2016); p. 45 – 53;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-80-2 , The common heterocyclic compound, 19798-80-2, name is 4-Chloropyridin-2-amine, molecular formula is C5H5ClN2, 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 LHMDS (1M in THF, 17.11 mL, 17.11 mmol) in THF (5 mL) at -5 C was added a solution of 4-chloropyridin-2-amine (1 g, 7.78 mmol) in THF (5 mL) and the mixture was stirred for 5 min. To this mixture was added a solution of BOC2O (1.898 mL, 8.18 mmol) in THF (5 mL). The mixture was stirred at 0 C for 2 h and quenched by addition of aqueous NH4Cl. The pH of the solution was adjusted to 6 by addition of 1.5N HCl and extracted with ethyl acetate (3×15 mL). The combined organic extracts were washed with sodium bicarbonate (15 mL), water (15 mL) and brine (15 mL). The combined organic extracts were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate, petroleum ether gradient) to yield tert-butyl (4-chloropyridin-2-yl)carbamate (1.435 g, 6.28 mmol, 81% yield).

The synthetic route of 19798-80-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol – Myers Squibb Company; Vivekanand, M.Burda; Pan, Senrian; Ramkumar, Rajamani; Sushil, Jetanand Nara; Maheswaran, Shibasanban Calatrava; Tarun Kumar, Meishar; Jonathan, L. Ditta; Carolyn, Diane Jiaba; John, J. Bronson; John, E. Maco; (232 pag.)JP2015/528018; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59-26-7, 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. 59-26-7, name is N,N-Diethylnicotinamide. A new synthetic method of this compound is introduced below.

General procedure: CoSO4·7H2O (0.005 mol, 1.41 g) and DENA (0.01 mol, 1.78 g) in separate beakers were dissolved in 50 mL of distilled water. The solutions of DENA and sodium 4-cyanobenzoate were added to the CoSO4 solution, respectively. The resulting clear solution was allowed to crystallize at room temperature. Pink single crystals were obtained after 1 week. The crystals were filtered off and washed with distilled water and dried at room temperature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59-26-7, N,N-Diethylnicotinamide, and friends who are interested can also refer to it.

Reference:
Article; Sertcelik, Mustafa; Oezbek, Fuereya Elif; Yueksek, Mustafa; Elmal?, Ayhan; Aydo?du, Oemer; Necefo?lu, Hacali; Hoekelek, Tuncer; Chemical Papers; (2020);,
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. 638218-78-7, name is 2-(6-Bromopyridin-2-yl)propan-2-ol. A new synthetic method of this compound is introduced below., Product Details of 638218-78-7

Into a lOOO-mL 3-necked round-bottom flask, was placed 6-(methylsulfanyl)-2-(prop-2-en-l-yl)-lH,2H,3H- pyrazolo[3,4-d]pyrimidin-3-one (20 g, 89.98 mmol, 1.00 equiv), 2-(6-bromopyridin-2- yl)propan-2-ol (24 g, 111.07 mmol, 1.23 equiv), 1,4-dioxane (500 mL), iodocopper (17.1 g, 89.79 mmol, 1.0 equiv), K2C03 (17.1 g, 122.83 mmol, 1.37 equiv). This was followed by the addition of methyl [2-(methylamino) ethyl] amine (10.8 mL) dropwise with stirring. The resulting solution was stirred overnight at 95C in an oil bath. The resulting mixture was cooled to room temperature. The mixture was then quenched by the addition of 100 mL of water. The resulting mixture was concentrated under vacuum. The residue was extracted with 3×500 mL of ethyl acetate and the organic layers combined. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5- 1:3). This resulted in 15 g (47%) of l-[6-(2-hydroxypropan-2-yl) pyridin-2-yl]-6-(methylsulfanyl)-2-(prop-2-en-l-yl)-lH,2H,3H- pyrazolo[3,4-d]pyrimidin-3-one as a white solid. LC-MS(ES, m/z) M+l=358

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, 638218-78-7, 2-(6-Bromopyridin-2-yl)propan-2-ol.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (0 pag.)WO2019/165204; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116355-16-9, 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. 116355-16-9, name is Imidazo[1,2-a]pyridine-6-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: To a 2mL Eppendorf tube was added 10muL of the aldehyde stock solution in DMSO (0.1M, final concentration 10mM), 90muL of buffer (100mM phosphate buffer, 0.1mM PLP, 2M glycine, pH=7.0) and 2muL of a 10.16mg/mL enzyme solution in phosphate buffer (100mM, 1mM PLP, pH=7.0, 0.2mg/mL final protein concentration). The mixture was incubated at 40C and 1100rpm on an Eppendorf Thermomixer. After 1.5h, the reaction was quenched with 200muL ACN/MeOH (1:1), stirred for 5min at 1100rpm and centrifuged at 21,130 xg for 3min. The clear supernatant was analyzed using an UPLC monitoring method (see supplementary information).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116355-16-9, Imidazo[1,2-a]pyridine-6-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Ligibel, Mathieu; Moore, Charles; Bruccoleri, Robert; Snajdrova, Radka; Biochimica et Biophysica Acta – Proteins and Proteomics; vol. 1868; 2; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 106850-34-4 , The common heterocyclic compound, 106850-34-4, name is Imidazo[1,2-a]pyridine-6-carbonitrile, molecular formula is C8H5N3, 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.

An oven dried resealable Schlenk tube was charged with imidazo[1 ,2-a]pyridine-6- carbonitrile (Preparation 1 , 0.30 g, 2.1 mmol), N-benzyl-2-chloro-N-methylpyrimidin-4- amine (Preparation 31 , 0.24 g, 1.0 mmol), potassium acetate (0.21 g, 2.1 mmol) and Lambda/,Lambda/’-dimethylacetamide (3 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon then tetrakis(triphenylphosphine)palladium (0) (0.12 g, 0.10 mmol) was added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was capped and placed in an oil bath at 150 C and the mixture was stirred overnight. The mixture was evaporated in vacuum and the residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried (MgS04) and evaporated and the residue was purified by flash chromatography (99:1 to 98:2 dichloromethane/methanol) to give the title compound (0.105 g, 30%) as a pale brown solid.LRMS (m/z): 341 (M+1)+.1H-NMR delta (CDCI3): 3.22 (bs, 3H), 4.91 (bs, 2H), 6.40 (d, 1 H), 7.27 – 7.41 (m, 6H), 7.76 (dd, 1 H), 8.31 (d, 1 H), 8.59 (s, 1 H), 10.49 (bs, 1 H)

The synthetic route of 106850-34-4 has been constantly updated, and we look forward to future research findings.

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; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156772-60-0, Adding some certain compound to certain chemical reactions, such as: 156772-60-0, name is 2,5-Dibromo-3-fluoropyridine,molecular formula is C5H2Br2FN, 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 156772-60-0.

7.1b. 5-bromo-2-[(tert-butyldimethylsilanyl)ethynyl]-3-fluoropyridine Under an argon atmosphere, 2.62 mL (13.811 mmol) of tert-butylethynyldimethylsilane was added to a solution of 3.20 g (12.56 mmol) of 2,5-dibromo-3-fluoropyridine, 5.22 mL of triethylamine (37.67 mmol), 59.8 mg (0.31 mmol) of CuI, and 220.3 mg (0.31 mmol) of bis(triphenylphosphane)palladium (II) chloride in 30 mL of absolute THF at 15 C. and the mixture was stirred for 2 hours at RT. 1 mL of tert-butylethynyldimethylsilane was added and the mixture was again stirred for 1 hour at RT. The reaction mixture was evaporated down in vacuo and the residue was taken up in EtOAc. The organic phase was washed with semisaturated aqueous sodium bicarbonate solution, 5% aqueous ammonia, and water, dried over magnesium sulfate, and evaporated down in vacuo. The crude product was purified by column chromatography (silica gel, PE/DCM 9:1). Yield: 1.62 g (41% of theoretical); C13H17BrFNSi (M=314.269); calc.: molpeak (M+H)+: 314/316 (Br); found: molpeak (M+H)+: 314/316 (Br); HPLC-MS: 7.85 minutes (method B).

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. 156772-60-0, 2,5-Dibromo-3-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/234101; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 876919-08-3, 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. 876919-08-3, name is Methyl 3-fluoroisonicotinate, molecular formula is C7H6FNO2, 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.

To a solution ofPreparation 69A (100 mg, 0.42 mmol) in DMA (5 mL) wasadded methyl3-fluoroisonicotinate (65 mg, 0.42 mmol) at rt. The reaction was stirred at170 oc for 1 h in a microwave. The reaction mixture was diluted with water extracted with EtOAc. Organics were washed with brine, dried (Na2 S04), and concentrated. Purification by silica gel chromatography (5:1 PE/EtOAc) gave 50 mg (32%) of the titlecompound as a yellow solid. 1H NMR (300 MHz, CDCh): 8 3.92 (3H, s), 4.27-4.28 (2H,m), 4.81-4.82 (2H, m), 5.78-5.80 (1H, m), 7.00-7.08 (3H, m), 7.65-7.69 (2H, m), 7.97 (1H, d, J = 5.1 Hz), 8.20 (1H, s).

According to the analysis of related databases, 876919-08-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; CHEN, Young, K.; KANOUNI, Toufike; NIE, Zhe; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/100818; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 934-60-1 , The common heterocyclic compound, 934-60-1, name is 6-Methyl-2-pyridinecarboxylic acid, molecular formula is C7H7NO2, 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.

[0349j Methyl 6-methylpicolinate 3.41: To a 250-mL round-bottomed flask was added 6-methylpicolinic acid (TCI, 5.35 g, 39.0 mmol) and MeOH (100 mL). Concentrated sulfuric acid (3.12 mL, 58.5 mmol) was added dropwise. The reaction was heated at reflux for 48 h. After cooling to RT, most of the solvent was evaporated. The resulting residue was diluted with saturated aqueous NaHCO3 and extracted with DCM (2 x 100 mL). The organic extracts were dried over MgSO4, filtered and concentrated in vacuo to give 6-methylpicolinate (5.33 g, 35.3 mmol, 90% yield) as a light-yellow oil. MS (M–H) 152.0.

The synthetic route of 934-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem