Month: April 2022

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. 61830-40-8, name is 3,5-Dibromopicolinic acid, molecular formula is C6H3Br2NO2, 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. Computed Properties of C6H3Br2NO2

To n-butyllithium (2.5 M in hexane, 12 mL, 30 mmol) in THF (40 mL) at -78 C was added a solution of 3,5-dibromopicolinic acid (4.0 g, 14 mmol) in THF (60 mL) over 30 minutes. The reaction was stirred at -78 C for 1 hour after which DMF (11 mL, 144 mmol) was added dropwise. The cold bath was allowed to expire while stirring for 12 h. Water was added followed by IN HC1 (30 mL). The pH was adjusted to pH 3-4 using IN NaOH. The solution was extracted with EtOAc while maintaining a pH of 3 to 4. The combined organic layerswere washed with water and brine, dried (MgS04), filtered, and concentrated in vacuo to provide the title compound Ab2 that was carried on directly.

With the rapid development of chemical substances, we look forward to future research findings about 61830-40-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GILBERT, Eric, J.; CUMMING, Jared, N.; SCOTT, Jack, D.; WU, Wen-Lian; BURNETT, Duane, A.; STAMFORD, Andrew, W.; WO2014/150344; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1211521-46-8, 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. 1211521-46-8, name is 2-Bromo-4-chloro-3-methylpyridine, molecular formula is C6H5BrClN, 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 solution of 2-bromo-3-methyl-4-chloro-pyridine (10.6 g, 57.1 mmol) in freshly distilled THF (120 mL) was cooled down to 0C and treated with isopropyl magnesium chloride (45.7 mL, 2.0 M in THF, 91.5 mmol). The resulting mixture was stirred at room temperature for 3 h then cooled to -5C. Cyclopropane carboxaldehyde (6.83 mL, 91.5 mmol) was added. The reaction mixture was stirred at room temperature for 1 h and quenched by adding water (100 mL), and extracted with ethyl acetate (2X150 mL). The organic phase was separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 3:1) to afford the title compound as a yellow oil (7.01 g, 62%). ESI-MS m/z: 198 (M+H)+; 1H NMR (CDCl3, 300 MHz) delta ppm: 8.28 (d, J = 5.4 Hz, 1 H), 7.26 (d, J = 5.4 Hz, 1 H), 4.79 (d, J = 5.4 Hz, 1 H), 4.55 (br, s, 1 H), 2.39 (s, 3 H), 1.10-1.28 (m, 1 H), 0.58-0.41 (m, 4 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 1211521-46-8, 2-Bromo-4-chloro-3-methylpyridine.

Reference:
Patent; Emergent Product Development Gaithersburg Inc.; Roussel, Patrick; Heim, Jutta; Schneider, Peter; Bartels, Christian; Liu, Yaoquan; Dale, Glenn; Milligan, Daniel; (107 pag.)EP3034078; (2016); A1;,
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 1254073-41-0, name is 5-Fluoropicolinohydrazide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Fluoropicolinohydrazide

To a solution of 4-[(2,4-dichloro-3-fluorophenyl)carbonyl]-2-piperazinone (137) (0.146 g, 0.5 mmol) in Dichloromethane (DCM) (3 ml.) was added triethyloxonium tetrafluoroborate (0.100 g, 0.525 mmol). The solution was then stirred, under argon, for 10 minutes before 5-fluoro-2-pyridinecarbohydrazide (I24) (0.093 g, 0.600 mmol) was added. The solution was then stirred for a further hour before the solvent was concentrated and n-butanol (3.00 ml.) was added. The solution was then stirred, under argon and reflux, for 3 hours before being cooled to room temperature. The solvent was then evaporated in vacuo and the remaining residue was purified by flash chromatography (Biotage SP4, 25M cartridge) with a gradient of 0-10% 2M NH3/MeOH in DCM. TLC confirmed product location and the solvent from the combined fractions was evaporated in vacuo. The remaining residue was then further purified by mass-direct automated HPLC, and the solvent evaporated in vacuo. The remaining solid was then triturated with ether and dried in a vac-oven to yield the product in 0.045 g. LCMS: m/z = 409 (M+ H)+, retention time = 0.93 minutes (2 minutes)

With the rapid development of chemical substances, we look forward to future research findings about 1254073-41-0.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109613-97-0, Adding some certain compound to certain chemical reactions, such as: 109613-97-0, name is 2-Bromo-4-methoxypyridin-3-amine,molecular formula is C6H7BrN2O, 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 109613-97-0.

To an ice-cold solution of 2-bromo-4-methoxypyridin-3-amine (Intermediate 38), (2.74 g) in pyridine (102 mL) was added ethyl chloroformate (1.91 mL) dropwise and then stirred at rt for 45 min. The reaction mixture was cooled in an ice-bath and more ethyl chloroformate (9 mL) added and the mixture left to stir overnight at rt. The reaction mixture was diluted with EtOAc and washed with sat. aq. NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over MgSO4, filtered and evaporated under vacuum to give a solid. Product was observed in the aqueous layer by LC-MS, so this was re-extracted with EtOAc (3*) and evaporated under vacuum to give a solid which was combined with the previous solid, dissolved in DCM and purified by column chromatography (normal phase, 50 g, Biotage SNAP cartridge KP-Sil, 50 mL/min, gradient 10-70% EtOAc in n-hexane) to give the desired product (2.35 g). LCMS: m/z 275.43 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.32 (t, J=7.1 Hz, 3H) 3.93 (s, 3H) 4.24 (q, J=7.1 Hz, 2H) 6.06 (br. s., 1H) 6.86 (d, J=5.6 Hz, 1H) 8.19 (d, J=5.6 Hz, 1H)

According to the analysis of related databases, 109613-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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