Day: May 26, 2021

Synthetic Route of 1594-58-7, 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 1594-58-7, name is N-Hydroxynicotinimidamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 15 4.7 g (5.5 ml; 55 mmol) of piperidine are added over 20 minutes to the solution of 5.1 g (4.3 ml; 55 mmol) of epichlorohydrin in 5.2 ml of tert-butanol under cooling by water while stirring vigorously. The reaction mixture is stirred at room temperature for 1 hour, then 50 ml of pure dry DMF, 6.9 g (50 mmol) of nicotinic acid amidoxime and 3.2 g (80 mmol) of powdered sodium hydroxide are added. After stirring the suspension at 70 C. for 12 hours the reaction mixture is worked up as described in Example 1 to give 13.2 g (75%) of O(3-amino-2-hydroxypropyl) nicotinic acid amidoxime dihydrochloride.

According to the analysis of related databases, 1594-58-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinoin Gyogyszar es Vegyeszeti Termekek Gyara Rt.; US5239077; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67443-38-3, 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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

5 -Bromo-2-methyl-3 -nitropyridineSodium hydride (1.31 g, 54.8 mmol, 2.19 g of 60% in mineral oil) was suspended in dry THF (70 mL) and to this suspension was added 5 -bromo-2-chloro-3 -nitropyridine as a solid. An ambient water bath was placed under the reaction and a solution of diethyl malonate in dry THF (15 mL) was added carefully via addition funnel. Observed a vigorous evolution of gas. After 2 hours additional sodium hydride (0.202 g, 8.42 mmol, 0.337 g of 60% in mineral oil) was added and the reaction was stirred for 1.5 hours. The reaction was concentrated in vacuo, diluted with 6N HCl (100 ml), and refluxed overnight. The reaction was concentrated in vacuo and diluted with saturated sodium carbonate until the pH = 9. The basic aqueous mixture was diluted with dichloromethane and filtered through filter paper to remove an insoluble green solid. The filtrate was transferred to a separatory funnel and the layers were separated. The dichloromethane was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated to give the title compound (5.79 g, 63.3%) as an orange oil. MS(ES)+ m/e 217 [M+H].

Statistics shows that 67443-38-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloro-3-nitropyridine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 109-04-6, 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. 109-04-6, name is 2-Bromopyridine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of magnesium turnings (0.036g, 1.5mmol), bromobenzene (0.15g, 1mmol), tri-n-butyltin chloride (0.49g, 1.5mmol) and 1,2-dibromoethane (0.094g, 0.5mmol) as initiator in dry THF (5mL) was sonicated for 1h in an ultrasonic cleaning bath at around 35C, with monitoring of the reaction by TLC. Once the reaction finished, aqueous saturated NH4Cl solution (40mL) was added and extracted with ethyl acetate (3×20mL). The combined extracts were washed with brine (60mL) and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the product was isolated by column chromatography with silica gel doped with 10% of KF to retain tri-n-butyltin halides formed during the reaction. 4 (0.286, 0.78mmol, 78%) eluted with 98:2 (hexane/diethyl ether).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-04-6, 2-Bromopyridine, and friends who are interested can also refer to it.

Reference:
Article; Gerbino, Dario C.; Fidelibus, Pablo M.; Mandolesi, Sandra D.; Ocampo, Romina A.; Scoccia, Jimena; Podesta, Julio C.; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 24 – 32;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]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, 10592-27-5, blongs to pyridine-derivatives compound. Application In Synthesis of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

A solution OF BR2 (18.1 ML, 56.2 g, 0. 351 mol) in dry CH2CL2 (250 mL) was added dropwise over a period of 1 h 45 min to a stirred and cooled (-5 C) solution of 2 (42. 22 g, 0.351 mol) in dry CH2CL2 (410 ML)-PYRIDINE (40 mL). The yellow suspension WAS STIRRED AT 0 C for 45 min and poured into A mixture of saturated aqueous NaHCO3 (800 ML) and saturated aqueous NA2S203 (100 mL). Methanol (10 ML) was added and the lower organic layer was separated and dried over MGS04. The aqueous layer was extracted with AcOEt: MEOH=99 : 1 (7×1000 mL). These extracts were also dried with MgSO4. The organic solutions were combined and concentrated to afford 5 (59. 17 g, 85%), which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) No. 3. 07 (tt, J = 8.4, 1.1 Hz, 2H), 3.64 (T, J = 8. 4 Hz, 2H), 4.47 (bs, 1H), 7.31 (m, 1H), 7. 85 (dt, J= 2.1, 0.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10592-27-5, its application will become more common.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78757; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14432-12-3, 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 14432-12-3, name is 4-Amino-2-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-amino-2-chloropyridine (193 mg, 1.50 mmol), di-tert-butyl-di- carbonate (393 mg, 1.80 mmol) and 4-dimethylaminopyridine (1.8 mg, 0.02 mmol) in acetonitrile (5 mL) was stirred at room temperature for 18 hours. This mixture was concentrated under reduced pressure. The residue was purified by column chroma- tography on silica-gel (hexane/ethyl acetate, 20: 1) to give tert-butyl (2-chloropyridin- 4-YL) carbamate (250 mg, 73%).

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/43926; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 845827-15-8, Adding some certain compound to certain chemical reactions, such as: 845827-15-8, name is Methyl [2,3′-bipyridine]-6′-carboxylate,molecular formula is C12H10N2O2, 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 845827-15-8.

2,3′-Dipyridine-6′-carboxylic acid (1) Conducting the operations similar to those of Production Example 14 using 2-iodopyridine and 6-bromo-3-pyridineboronic acid, 6′-bromo-2,3′-dipyridine was obtained. (2) The compound (330 mg) as obtained in above (1), catalytic amount of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium and triethylamine (0.7 ml) were added to a DMF-methanol mixed solution (DMF/methanol; 5/1 ml) and stirred in carbon monoxide atmosphere at 80C for a day and night, to provide methyl-2,3′- dipyridine-6′-carboxylate (160 mg). Hydrolyzing this with 5N aqueous sodium hydroxide solution, the title compound (110 mg) was obtained as white solid. ESI-MS Found:m/z 201 [M+H]+

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. 845827-15-8, Methyl [2,3′-bipyridine]-6′-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1657242; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 171178-45-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 171178-45-3 as follows.

EXAMPLE 181-(((5S JS)-3-(6-Chloropyridin-3-yl)-7-methyl-2-oxo-1-oxa-3-azaspiror4.5ldecan-7-yl)methyl)-1 H-benzordlimidazole-6-carbonitrileA 5 ml. microwave vial was charged with 1-(((3S,5S)-5-methyl-1-oxaspiro[2.5]octan-5- yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile (200 mg, 0.711 mmol), tert-butyl (6-chloropyridin- 3-yl)carbamate (195 mg, 0.853 mmol), potassium tert-butoxide (96 mg, 0.853 mmol) and DMF. The tube was sealed and heated to 70 C for 16 h. The reaction mixture was loaded onto a 10 g SCX SPE and eluted with 3 volumes of MeOH followed by 3 volumes of 2N ammonia in MeOH. The ammonia fractions were combined and concentrated and the crude product then purified by Waters reverse phase HPLC (20% to 60% MeCN, 0.1 %TFA, 16 min, 50 mL/min, Sunfire column) to afford the TFA salt of 1-(((5S,7S)-3-(6-chloropyridin-3-yl)-7-methyl-2-oxo-1- oxa-3-azaspiro[4.5]decan-7-yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile as a cream solid (55 mg, 12.67 % yield). MS (m/z) 435.9 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171178-45-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 175205-82-0, 2-Bromo-3-(trifluoromethyl)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, SDS of cas: 175205-82-0, blongs to pyridine-derivatives compound. SDS of cas: 175205-82-0

Step 2. Synthesis of methyl 3-amino-6-(3-(trifluoromethyl)pyridin-2-yl)pyrazine-2- carboxylate In a 500 mL round-bottom flask equipped with a magnetic stirrer and argon inlet, methyl 3-amino-6-(trimethylstannyl)pyrazine-2-carboxylate (20.92 g, 55.0 mmol), 2-Bromo-3- (trifluoromethyl) pyridine (14.38 g, 60.5 mmol), Pd2(dba)3 (5.54 g, 6.05 mmol) and P(o-Tol)3 (3.79 g, 12.09 mmol) were dissolved in DMF (100 ml) at rt, followed by addition of NEt3 (10.72 ml, 77 mmol). The reaction mixture was heated to 110C under argon for 1 h. After cooling to rt, the reaction mixture was filtered through celite, washed with ethyl acetate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using ethyl acetate heptane which gave methyl 3-amino-6-(3-(trifluoromethyl)pyridin-2-yl)pyrazine-2- carboxylate (7.8 g) as a yellow solid. LC-MS (Basic Method ): ret.time= 0.93 min, M+H = 299.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,175205-82-0, 2-Bromo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; LUZZIO, Michael Joseph; PAPILLON, Julien; VISSER, Michael Scott; (213 pag.)WO2016/20864; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83004-10-8, 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: General procedure B: To a 5 mL vial back-filled with dried air,compound 1 (1.0 equiv., 0.2 mmol), benzyl bromides (6.0 equiv., 1.2 mmol), and Na2CO3 (2.0 equiv. 0.4 mmol, 42 mg) in sulfolane (0.5 mL) were added, and the reaction was heated at 90 C for 18 h. Upon the completion of the starting materials, the reaction mixture was dissolved in 100 mL H2O, and extracted with dichloromethane (40 mL 3). The organic layers were combined, dried over anhydrous Na2SO4, and removed. The crude was purified by using silica gel column chromatography (PE/EA 10:1e1:2 as eluents) to afford the target compound 2.

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 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Article; Xu, Huayan; Xu, Liang; Luo, Xiaowei; Wang, Junfeng; Zhou, Xuefeng; Yang, Bin; Li, Ding; Luo, Zaigang; Liu, Yonghong; Liao, Shengrong; Tetrahedron; vol. 75; 19; (2019); p. 2785 – 2796;,
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. 76006-13-8, name is 3-Bromo-1H-pyrazolo[3,4-c]pyridine, the common compound, a new synthetic route is introduced below. Safety of 3-Bromo-1H-pyrazolo[3,4-c]pyridine

ii) Preparation of 3-bromo-1-(2-chloro-6-(trifluoromethyl)benzyl)-1H-pyrazolo[4,3-b]pyridine (A-4) A mixture of 2-chloro-6-(trifluoromethyl)benzyl 4-methylbenzenesulfonate (A-2) (0.19 g, 0.51 mmol), 3-bromo-1H-pyrazolo[3,4-c]pyridine (A-3) (0.1 g, 0.51 mmol), t-BuOK (0.11 g, 1.02 mmol) and TBAI (75 mg, 0.20 mmol) in THF (5 ml) was heated at 60 C. for 14 h. The reaction mixture was cooled down, diluted with saturated NH4Cl solution (20 ml) and extracted with ethyl acetate (30 ml*2). The combined organic layers were washed with brine (20 ml), dried over anhydrous Na2SO4 and concentrated to give the title compound A-4 as a brown oil. LCMS (ESI) calc’d for C14H8BrClF3N3 [M+H]+: 390. found: 390.

The synthetic route of 76006-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barr, Kenneth J.; Bienstock, Corey E.; MacLean, John K.; Zhang, Hongjun; Beresis, Richard T.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/210687; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem