Tag: M.W:200-300

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. 30766-11-1, name is 5-Bromopicolinic acid, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a cooled solution (0 C.) of commercially available 5-bromopyridine-2-carboxylic acid (1 g, 5 mmol) in THF (20 mL) and DMF (1 mL) was dropwise added thionylchloride (0.54 mL, 7 mmol), removed the ice bath and stirred at 23 C. for 1 h. Cooled to 0 C., dropwise added of an excess of 25% aqueous ammoniumhydroxid solution (3.7 mL, 50 mmol) and stirred at 0 C. for 30 min. Filtered the precipitated solid off and dissolved in AcOEt, washed the AcOEt-layer once with brine, dried over Na2SO4. Removal of the solvent in vacuum left a white solid, which was triturated with heptane and dried in HV to give the title compound as a white solid (500 mg, 50%). MS (ISP) 201.1 [(M+H)+], 203.1 [(M+2+H)+].

The synthetic route of 30766-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; McArthur, Silvia Gatti; Goetschi, Erwin; Palmer, Wylie Solang; Wichmann, Juergen; Woltering, Thomas Johannes; US2006/217387; (2006); 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

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

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

Electric Literature of 13534-89-9, Adding some certain compound to certain chemical reactions, such as: 13534-89-9, name is 2,3-Dibromopyridine,molecular formula is C5H3Br2N, 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 13534-89-9.

General procedure: 2,5-dibromopyridine (119 mg, 0.50 mmol), phenylacetylene (61 mg, 0.6 mmol), i-Pr2NH (101 mg, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %), and CuI (9.5 mg, 5 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at reflux under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 200:1) to give the desired product 3i (117 mg, 91%) as a white solid.

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. 13534-89-9, 2,3-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Bin; Chen, Rener; Jiang, Huajiang; Zhou, Qizhong; Qiu, Fangli; Han, Deman; Li, Rongrong; Tang, Wenyuan; Zhong, Aiguo; Zhang, Jie; Yu, Xiaochun; Tetrahedron; vol. 72; 22; (2016); p. 2813 – 2817;,
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. 1289197-78-9, name is 2-Bromo-4-chloronicotinaldehyde, the common compound, a new synthetic route is introduced below. COA of Formula: C6H3BrClNO

Example 147a 4-Chloro-2-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)nicotinaldehyde 147a A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer and reflux condenser was charged with 1,4-dioxane (50 mL), 2-bromo-4-chloronicotin-aldehyde 103a (1.4 g, 6.4 mmol), 3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one 112d (0.6 g, 3.2 mmol), Pd2(dba)3 (293 mg, 0.32 mmol), XantPhos (370 mg, 0.64 mmol), and potassium acetate (627 mg, 6.4 mmol). After three cycles of vacuum/argon flush, the mixture was heated at 80 C overnight. After this time the reaction was cooled to room temperature. It was then filtered and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with CH2Cl2/CH3OH (20:1, V/V) to afford 147a (528 mg, 50%) as a yellow solid. MS: [M+H]+ 330. 1H NMR (500 MHz, CDCl3) delta 10.09 (s, 1H), 8.37 (d, J=5.5, 1H), 7.16 (d, J=5.5, 1H), 6.25 (s, 1H), 4.29-4.32 (m, 2H), 3.83-3.86 (m, 2H), 2.96-2.99 (m, 2H), 2.77-2.78 (m, 2H), 2.00-2.07 (m, 2H), 1.83-1.85 (m, 2H)

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1187449-01-9, Adding some certain compound to certain chemical reactions, such as: 1187449-01-9, name is 4-Bromo-5-chloropyridin-2-amine,molecular formula is C5H4BrClN2, 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 1187449-01-9.

3-Mercaptopropionic acid 2-ethylhexyl ester (0.47 mL, 4.3 mmol) and Hunig’s base (1.4 mL, 7.9 mmol) were added to a mixture of 3-chloro-4-iodo-2-methylpyridine (1.0 g, 3.945 mmol), Pd(OAc)2 (0.044 g, 0.20 mmol) and xantphos (0.230 g, 0.40 mmol) in dioxane (13 mL, 4.0 mmol) under Ar gas. The reaction was heated to 100 C under Argon for 18 hours. The reaction was diluted in EtOAc (60 mL) and filtered through Celite. The filtrate was concentrated, and the resulting residue was purified by silica gel (5-60% EtOAc in hexanes) to provide methyl 3-((3-chloro-2-methylpyridin-4-yl)thio)propanoate (962 mg, 3.9 mmol, 99 % yield).

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. 1187449-01-9, 4-Bromo-5-chloropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BOYS, Mark Laurence; CHICARELLI, Mark Joseph; COOK, Adam; ELSAYED, Mohamed S. A.; FELL, Jay B.; FISCHER, John P.; HINKLIN, Ronald Jay; MCNULTY, Oren T.; MEJIA, Macedonio J.; RODRIGUEZ, Martha E.; WONG, Christina E.; (259 pag.)WO2020/81848; (2020); 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.624734-22-1, name is 2-Chloro-5-(trifluoromethyl)nicotinonitrile, molecular formula is C7H2ClF3N2, molecular weight is 206.55, as common compound, the synthetic route is as follows.HPLC of Formula: C7H2ClF3N2

To a suspension of NaH (7.8 g, 200 mmol) in tetrahydrofuran (100 mL) under nitrogen was added dropwise a solution of tert-butyl methyl malonate (20 mL, 120 mmol) in anhydrous tetrahydrofuran (100 mL) via syringe. The reaction mixture was stirred for 0.5 h before a solution of the intermediate prepared in Step D, Intermediate 11 (20.1 g, 97.6 mmol) in tetrahydrofuran (200 mL) was added slowly via syringe. The reaction was stirred at room temperature overnight, then quenched with a saturated solution of NH4Cl. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3 x). The combined organic layers were washed with water (3 x), dried over Na2S04, filtered, and evaporated in vacuo. Flash chromatography afforded 31.76 g (95%) of the pure desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,624734-22-1, 2-Chloro-5-(trifluoromethyl)nicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2005/105092; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59352-90-8, 5-Bromo-6-methylpyridine-2,3-diamine, 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, Formula: C6H8BrN3, blongs to pyridine-derivatives compound. Formula: C6H8BrN3

5-Bromo-6-methylpyridine-2,3-diamine (50 mg, 0.25 mmol), 4-chlorophenylboronicacid (45 mg, 0.29 mmol), and cesium carbonate (240 mg, 0.74 mmol) were suspendedin dioxane/water (4:1; v/v) (1.25 ml) and this mixture was degassed (3 x vacuumnitrogen cycles). [1,1 ?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1:1)dichloromethane complex was added and the mixture degassed again (3 x vacuum30 nitrogen cycles). The resulting reaction mixture was stirred at 110 00 for 16 h. Then, the mixture was allowed to cool and it was worked-up adding chloroform and washing with water and brine. The organic phase was dried and evaporated under reduced pressure to afford a residue of 93 mg. This crude material was purified by flash chromatography (methanol-dichloromethane gradient, 0:100 rising to 10:90) to give 46mg (0.20 mmol, 80percent yield) of the title compound as a solid. Purity 95percent.1H NMR (400 MHz, CHLOROFORM-d) oe ppm 7.35 (d, 2H, J = 8.3 Hz), 7.20 (d, 2H, J =8.3 Hz), 6.78 (s, 1 H), 4.30 (br.s, 2H), 3.23 (br.s, 2H), 2.28 (s, 3H)UPLC/MS (3mm) retention time 1.08 mm.LRMS: m/z 234 (M+1, ixCI).

The synthetic route of 59352-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; CONNOLLY, Stephen; EASTWOOD, Paul Robert; ROBERTS, Richard Spurring; SEVILLA GOMEZ, Sara; CATURLA JAVALOYES, Juan Francisco; (110 pag.)WO2017/64068; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 118650-08-1, 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. 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate, molecular formula is C8H8BrNO2, 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.

(5-Bromo-pyridin-3-yl)acetic acid methyl ester (Example 24-(2); 30 mg, 0.149 mmol), palladium acetate (2.2 mg, 0.010 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (8.2 mg, 0.020 mmol), potassium phosphate (63 mg, 0.297 mmol) and water (0.2 mL) were added to a solution of (E)-1-(4-{1-[3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-ethyl-propyl}-2-methyl-phenyl)-3-ethyl-1-penten-3-ol (Example 38-(6); 50 mg, 0.099 mmol) in toluene (2 mL). After replacement with nitrogen, the mixture was stirred at 100C for 2.5 hours. The reaction mixture was then poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate = 1:1) to give the target compound as a colorless oil (12.5 mg, 24%). 1H-NMR (chloroform-d): 0.66 (6H, t, J=7.26Hz), 0.93 (6H, t, J=7.25Hz), 1.65 (4H, q, J=7.34Hz), 1.98 (6H, s), 2.11 (4H, q, J=7.42Hz), 2.35 (3H, s), 3.68 (2H, s), 3.72 (3H, s), 6.03 (1H, d, J=15.99Hz), 6.76 (1H, d, J=16.00Hz), 6.91 (2H, s), 6.97-7.01 (2H, m), 7.33 (1H, d, J=7.91Hz), 7.49 (1H, s), 8.35 (1H, d, J=2.14Hz), 8.47 (1H, d, J=2.14Hz).

According to the analysis of related databases, 118650-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem