Day: April 18, 2022

Synthetic Route of 118289-16-0, 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 118289-16-0, name is 2-Bromopyridine-4-methanol. This compound has unique chemical properties. The synthetic route is as follows.

149 g (1714 mmol) of manganese dioxide is added in measured quantities to 28.0 g (148.9 mmol) of 2-bromo-4-hydroxymethyl-pyridine in 500 ml of dichloromethane within 6 hours. Then, stirring is continued at room temperature for 48 hours. It is suctioned off over Celite and concentrated by evaporation. 16.4 g of solidifying white oil accumulates.

According to the analysis of related databases, 118289-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huth, Andreas; Zorn, Ludwig; Krueger, Martin; Ince, Stuart; Thierauch, Karl Heinz; Menrad, Andreas; Haberey, Martin; Hess-Stumpp, Holger; US2005/54654; (2005); 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. 902837-39-2, name is 3-Bromo-5-iodopyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromo-5-iodopyridin-4-amine

(E)-4-(4-Amino-5-bromopyridin-3-yl)but-3-en-2-one To a solution of 3-Bromo-5-iodopyridin-4-amine (150 mg, 0.502 mmol) in DMF (1.5 mL) were added 3-buten-2-one (0.061 mL, 0.753 mmol), triethylamine (0.097 mL, 0.703 mmol), tri-o-tolylphosphine (12 mg, 0.040 mmol) and palladium(II)acetate (4.51 mg, 0.020 mmol) under nitrogen. The mixture was stirred at 90 C. overnight before it was diluted with water and EtOAc and the layers were separated. The organic layer was washed with water, dried over MgSO4, filtered and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CH2Cl2/EtOH, 100:0 to 94:6) to give the product (51 mg, purity around 60%) as a yellow solid, which was used in the next step without further purification.

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, 902837-39-2, 3-Bromo-5-iodopyridin-4-amine.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19346-44-2, 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 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

LiHMDS l.5M in THF (2.6 mL; 3.84 mmol) was added dropwise at 5C to a solutionof 4-methyl-3-(hydroxymethyl)morpholine (420 mg; 3.20 mmol) in Me-THF (12 mL).After 30 mi 2-fluoro-5-methyl-3-nitropyridine (500 mg; 3.20 mmol) was quickly added and the reaction mixture was allowed to warm to room temperature and stirredrt overnight. LiHMDS 1 .5M in THF (854 p1; 1.28 mmol) was added at 0C and the mixture was stirred at rt for 5h. The reaction mixture was poured onto iced water, a10% aqueous solution of K2C03 and extracted with EtOAc. The organic layer was decanted, washed with water, dried over MgSO4, filtered and evaporated to give 733 mg of crude. The crude was purified by chromatography over silica gel (SiOH, GraceResolv, 12 g, Mobile phase DCM/MeOH/NH4OH, Gradient from: 99% DCM, 1% MeOH, 0.1% NH4OH to 97% DCM, 3% MeOH, 0.3% NH4OH). The pure fractionswere collected and the solvent was evaporated to give 544 mg of intermediate 445 (64% yield, yellow solid).

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 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (476 pag.)WO2017/125534; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 192447-58-8, 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. 192447-58-8, name is 2,6-Dibromo-N,N-dimethylpyridin-4-amine, molecular formula is C7H8Br2N2, 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.

(1) Production of 2-bromo-4-dimethylamino-6-[3-(trifluoromethyl)phenoxy] pyridine as an intermediate 3-(trifluoromethyl) phenol (1.4 g, 0.0071*1.2 mol) was dissolved in DMF (about 20 ml). Further, sodium hydride (0.30 g (ca. 60% in mineral oil), 0.0071*1.06 mol) and then 2,6-dibromo-4-dimethylamino pyridine (2.00 g, 0.0071 mol) were added to the obtained solution. The resultant solution was refluxed for about 6 hours, and thereafter allowed to stand for cooling to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the solution was washed with saturated brine, dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane). The purified product was subjected recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 1.67 g; yield percentage: 65%; solid; melting point: 61 to 66 C.; 1H-NMR (60 MHz, CDCl3, delta): 2.86 (6H, s), 6.88 (1H, d, J=2 Hz), 6.38 (1H, d, J=2 Hz), 6.9-7.5 (4H, complex).

According to the analysis of related databases, 192447-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Kagaku Kabushiki Kaisha; US6200933; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 129768-95-2, 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. 129768-95-2, name is (4-Methylpyridin-2-yl)methanamine. A new synthetic method of this compound is introduced below.

4-methyl-2-(pyrrolidin-2-one-1-yl)methyl pyridine g 3.66 (0.03 moles) of 4-methyl-2-aminomethyl pyridine were dissolved in 60 ml of dry CHCl3, ml 16.8 of triethylamine were added and the resulting solution was cooled at -20C. g 4 (0.036 moles) of 4-chlorobutyrroylchloride were then dropped in, on stirring and cooling, at such a rate to keep the temperature at -20C. The reaction was completed by stirring at room temperature for 2 hours, TLC CHCl3/MeOH/NH3; 94.5/5/0.5. The reaction mixture was poured in 40 ml of 20% Na2CO3; the organic layer was separated and the aqueous layer was extracted twice with CH2Cl2. The collected organic phases were dried on Na2SO4, filtered and evaporated i.v. The crude oil obtained was dissolved in 300 ml THF dry and under nitrogen atmosphere, at 0C, g 1.3 of NaH 80% and ml 1 of HMPT were added.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,129768-95-2, (4-Methylpyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Smithkline Beecham Farmaceutici S.p.A.; EP447704; (1991); 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. 149142-67-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 149142-67-6

General procedure: A mixture of 1 (0.4 mmol), 2 (0.4 mmol), Na2CO3 (0.8 mmol) and TBHP (0.4 mmol) in DMF (4 mL) was stirred at rt for 2 h. Then, the mixture was poured into ice-water, acidified with 1 N HCl aq. (6 mL). The mixture was extracted with ethyl acetate (20 mL x 3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel flash column chromatography to give desired products..

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, 149142-67-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione.

Reference:
Article; Wu, Jun; Zhang, Hui; Ding, Xiao; Tan, Xuefei; Shen, Hong C.; Chen, Jie; He, Weimin; Deng, Hongmei; Song, Liping; Cao, Weiguo; Journal of Fluorine Chemistry; vol. 220; (2019); p. 54 – 60;,
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. 1239880-00-2, name is 6-Bromoimidazo[1,5-a]pyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H5BrN2

Synthesis of 6-bromoimidazo[1,5-a]pyridine-1-carbaldehyde. A solution of 6-bromoimidazo[1,5-a]pyridine (1.7 g, 8.63 mmol) in dry DMF (944 mg, 12.9 mmol) was cooled in an ice bath to 0-5 C. Phosphorus oxychloride (1.98 g, 12.9 mmol, 1.5 eq) was added dropwise at 0-5 C. and the reaction mixture was subsequently stirred at 100 C. over 2 h. The reaction mixture was cooled and poured onto aqueous saturated sodium bicarbonate (200 mL), kept stirring for another 2 h, and extracted with ethyl acetate (50 mL*3). The combined organic phases were washed with brine and dried over sodium sulphate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate=1/1) to afford 6-bromoimidazo[1,5-a]pyridine-1-carbaldehyde (500 mg, yield: 26%) as a yellow solid. ESI-MS [M+H]+: 226.0.

The synthetic route of 1239880-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75073-11-9 ,Some common heterocyclic compound, 75073-11-9, molecular formula is C6H7IN2, 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.

5-Iodo-6-methylpyridin-2-amine (361 mg, 1.54 mmol), DMF (6.17 mL), tribasic potassium phosphate (655 mg, 3.08 mmol), and N,iV-dimethylethylenediamine (27 mg, 0.31 mmol) were added to a microwave vial. The vial was then flushed and purged 3 times with argon before adding copper(I) iodide (1 mg, 0.077 mmol). The vial was again flushed and purged 3 times with argon and was then sonicated for 30 minutes. The vial was heated for 2 hours at 200C via microwave irradiation, cooled to room temperature, and then again heated for 16 hours at 200C via microwave irradiation. The reaction mixture was filtered and purified by reverse phase HPLC (5-30% acetonitrile/water with 0.1% TFA, linear gradient) to afford a mixture of 6-methylpyridin-2-amine TFA salt, 6-methyl-5-(2H-l,2,3-triazol-2-yl)pyridin-2- amine TFA salt and 6-methyl-5-(lH-l,2,3-triazol-l-yl)pyridin-2-amine TFA salt that was subsequently used without further purification. MS ESI calc’d. for CgHjoNs [M + H]+ 176, found 176.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75073-11-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank; WO2013/52394; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 957187-27-8, 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. 957187-27-8, name is 8-Bromo-6-chloroimidazo[1,2-a]pyridine. A new synthetic method of this compound is introduced below.

A 50-mL round-bottomed flask equipped with a reflux condenser was charged with 8-bromo-6-chloroimidazo[1,2-a]pyridine 101a (264 mg, 1.14 mmol), 5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-amine (328 mg, 1.14 mmol), Pd2(dba)3 (102 mg, 0.11 mmol), Xantphos (63 mg, 0.11 mmol), Cs2CO3 (3.58 g, 11.0 mmol), dioxane (20 mL). After three cycles of vacuum/argon flush, the mixture was heated at 100 C. overnight. It was then filtered and the filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 1:50 methanol/dichloromethane to afford 121a as an orange solid (290 mg, 66%). MS-ESI: [M+H]+385.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,957187-27-8, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 850663-54-6, 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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one, molecular formula is C5H3ClN2O3, 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.

4-Chloro-2-hydroxy-5-nitropyridine (17.2 g, 98.6 mmol) was suspended in toluene (150 mL) before careful addition of phosphorus oxychloride (28 mL, 300 mmol) over 20 minutes. The reaction mixture was heated to reflux for 6 h before cooling to 60 C and stirring for a further 15 h. The reaction mixture was cooled to ambient temperature and then concentrated to dryness under vacuum to give a dark brown oil which was carefully basified at 0 C with sat. K2CO3 (?60 mL). The mixture was extracted with AcOEt (3 x 200 mL). The combined organic phases were quickly washed with water and then brine before drying over Na2SO4. The solvents were removed under vacuum to give a dark brown oil which was purified by passing through a plug of silica, (eluting with petrol ? 1:1, petrol: AcOEt) to give the product as a pale yellow powder (12.2 g, 64%). 1H NMR (400 MHz, CDCl3) delta (ppm): 9.0 (1 H, s), 7.6 (1 H, s). LC-MS: Rt = 2.44 min.

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 850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel (Prof. Dr.); Falcenberg, Mathias (Dr.); EP2818472; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem