Pyridine-derivatives

Application of 89466-18-2, Adding some certain compound to certain chemical reactions, such as: 89466-18-2, name is 6-Bromo-2-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 89466-18-2.

Example Al 4 a) Preparation of intermediate 31A mixture of formic acid (12.8 ml, 340 mmol) and acetic acid anhydride (8.54 ml, (91 mmol) was stirred at r.t. for 40 min. Subsequently, a solution of 3-amino-6-bromo- 2-methoxy-pyridine (5 g, 24.6 mmol) in THF (30 ml) was added dropwise to the mixture. The resulting r.m. was stirred overnight at 60 0C, and was then cooled and poured into ice-water, resulting in the precipitation of a solid. The solid was filtered off, washed with water, and dried. Yield: 5.2 g of intermediate 31 (76 %).

According to the analysis of related databases, 89466-18-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; BISCHOFF, Francois, Paul; GIJSEN, Henricus, Jacobus, Maria; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; WO2010/145883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74420-15-8, 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. 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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.

22.0 g (111.66 mmol) of the intermediate product (A) is dissolved in 350 ml of THF, and n-BuLi (49.13 mL, 122.82 mmol) is slowly added at -78 C. After 1 hour, TsCl (25.55 g, 133.99 mmol) was added and stirred for 4 hours under a stream of nitrogen

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 74420-15-8, 3-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; Cheil Industries Co., Ltd.; Hong, Jin Suk; Yu, Dong Gyu; Yu, Uhn Sun; Lee, Han Ir; Kang, Dong Min; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; (31 pag.)KR2015/15252; (2015); A;,
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 5315-25-3, name is 2-Bromo-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H6BrN

At room temperature, m-chloroperbenzoic acid (82 g, 475 mmol) was added to a solution of 2-bromo-6-methylpyridine 28 (40 g, 232.5 mmol) in chloroform (400 mL). The mixture was heated at 65 C. for 20 h and then was cooled to 0 C. for 3 h. After filtration of the precipitate, the filtrate was concentrated under reduced pressure. An aqueous solution of sodium hydroxide 2 M (100 mL) was added to this residue and this solution was extracted with dichloromethane (4×100 mL). The organic phases were combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give compound 29 in the form of a yellow solid, which was used in the rest of the synthesis without additional purification (35.48 g, 81%). M.p.: 48-55 C. 1H NMR (400 MHz, CDCl3) delta: 7.55 (dd, J=7.9; 1.6 Hz, 1H), 7.23 (dd, J=7.9; 1.6 Hz, 1H), 7.01 (t, J=7.9 Hz, 1H), 2.57 (s, 3H); 13C NMR (100 MHz, CDCl3) delta: 151.2, 133.5, 128.7, 125.3, 125.2, 19.3. HRMS (ESI+) calculated for C6H7NOBr [M+H]+, m/z 187.9711. found: 187.9698. Rf=0.33 (silica, dichloromethane-methanol 96:4).

With the rapid development of chemical substances, we look forward to future research findings about 5315-25-3.

Reference:
Patent; CISBIO BIOASSAYS; LAMARQUE, Laurent; PARKER, David; BUTLER, Stephen J.; DELBIANCO, Martina; US2015/361116; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 157402-44-3 ,Some common heterocyclic compound, 157402-44-3, molecular formula is C12H9NO, 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 vigorously-stirred solution of 6-phenyl-2-pyhdine aldehyde (0.50 g, 2.73 mmol) in 30 mL of anhydrous Et2O under N2, was added a solution of methyllithium (1.7 mL of 1.6 M solution in Et2O, 3.0 mmol) at ambient temperature. After 12 h, the reaction was quenched with 5 mL saturated aqueous ammonium chloride. This solution was extracted with 3 x 10 mL EtOAc. The organic fractions were pooled, dried over Na2SO4 and concentrated. After removing the volatiles in vacuo, the resultant yellow oil was chromatographed on silica with 10% EtOAc/hexanes. Clean fractions were combined and the volatiles were removed to provide 0.25 g of the product as a yellow oil (50%).

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. 157402-44-3, 6-Phenylpicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2008/85658; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18087-99-5, (4,6-Dimethylpyridin-2-yl)methanol, 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, 18087-99-5, blongs to pyridine-derivatives compound. Quality Control of (4,6-Dimethylpyridin-2-yl)methanol

b) Preparation of 4,6-dimethyl-pyridme-2-carbaldehyde Manganese dioxide (3.17 g, 36.5 mmol) was added to a solution of (4,6- dimethyl-pyridin-2-yl)-methanol (1.0 g, 7.30 mmol) in chloroform (30 mL) and heated at reflux overnight. The reaction mixture was cooled to 0 C and filtered over celite, washing with further chloroform. The filtrate was evaporated to give a residue which was purified by column chromatography over silica gel (60-120 mesh) using 10 % ethyl acetate in hexane as eluent to afford 4,6-dimethyl-pyridine-2-carbaldehyde (0.5 g, 51 %) as a light brown liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18087-99-5, its application will become more common.

Reference:
Patent; F2G LTD; WO2008/62182; (2008); 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.847375-33-1, name is Ethyl 2-(5-bromopyridin-3-yl)acetate, molecular formula is C9H10BrNO2, molecular weight is 244.0852, as common compound, the synthetic route is as follows.Recommanded Product: 847375-33-1

Step 9: 3-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid benzyl ester (1.96 g, 3.7 mmol), (5-bromo-pyridin-3-yl)-acetic acid ethyl ester (0.99 g, 4.1 mmol), and potassium carbonate (1.79 g, 13.0 mmol) were combined in DME (40 mL) and H2O (30 mL), and the solution was purged with N2 for 10 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.427 g, 0.37 mmol) was added, and the reaction was stirred at 70 C. overnight. The mixture was quenched with 1N aqueous HCl(13 mL) and extracted with EtOAc. The combined organic layers were washed with H2O, and then dried and concentrated to give 3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid benzyl ester.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,847375-33-1, Ethyl 2-(5-bromopyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; US2010/81673; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-82-3, 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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. A new synthetic method of this compound is introduced below.

a) Hydrazine monohydrate (0.78 mL, 15.94 mmol) was added dropwise to a suspension of 2-fluoro-4-iodonicotinaldehyde (2.00 g, 7.97 mmol) in 2-propanol (20 mL) and heated at 60 C. After 2 h, the solvent was removed by rotatory evaporation and the residue dissolved in EtAcO (40 mL) and washed with water (30 mL). The organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (10D40% EtAcO/hexanes), affording 1 .62 g of 4-iodo-1 H-pyrazolo[3,4-b]pyridine, [Rf= 0.30 (20% EtAcO/hexanes), white solid, 82% yield].LC-MS ESI+ m/z: 246 (M+1 , 99%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?) : 12.45 (br s, 1 H); 8.23 (d, J= 5.0 Hz, 1 H, ArH); 7.98 (s, 1 H, ArH); 7.61 (d, J= 5.0 Hz, 1 H, ArH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 100-54-9, Adding some certain compound to certain chemical reactions, such as: 100-54-9, name is Nicotinonitrile,molecular formula is C6H4N2, 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 100-54-9.

EXAMPLE 28 3-Pyridinecarboxamidine hydrochloride To a solution of 3-cyanopyridine (208 g, 2.0 mol) in methanol (100 ml) in an ice-bath was added sodium methoxide (11.2 g, 0.2 mol). The reaction mixture was stirred until all of the sodium methoxide had dissolved and was subsequently stoppered and placed in the refrigerator for 96 hours. Ammonium chloride (118 g, 2.2 mol) was then added and the reaction mixture was stirred in an ice-bath for 8 hours, followed by room temperature for 24 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was taken up in boiling ethanol (2 l), the solution was filtered and cooled to cause precipitation. The solid was collected by filtration and recrystallized in boiling n-propanol (1.4 l) to afford 153 g of a white solid. The filtrates were combined, concentrated in vacuo and the residue was recrystallized from n-propanol to afford 17.5 g of a white solid. The filtrate was once again concentrated in vacuo and the residue was recrystallized from n-propanol (500 ml) to afford 73 g of a white solid. The three crops were combined to afford 243.5 g (78%) of 3-pyridinecarboxamidine hydrochloride, m.p. 185-190 C. when dried at 60 C. in high vacuum.

According to the analysis of related databases, 100-54-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
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. 17282-04-1, name is 2-Chloro-3-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3ClFN

A solution of 2-chloro-3-fluoropyridine (2 mmol) in anhydrous THF (10ml) was cooled to -780C. To this solution was added a solution of lithium diisopropylamide (LDA; 2.2 mmol) in hexane slowly at same temperature. After 2h at -780C, to the mixture was added trimethoxyborane (0.48ml) and stirred for 2h, followed by an addition of peracetic acid (0.72 ml; 32% in dilute acetic acid). The mixture was allowed to warm to O0C under stirring for Ih, then cooled to -2O0C, sodium dithionite (0.8g in 2ml water) was added dropwise. The mixture was extracted with ethyl acetate and the extract was dried and concentrated. The residue was purified by chromatography, eluting with 1:19 MeOH:DCM to give the expected product as a white solid (80%).

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, 17282-04-1, 2-Chloro-3-fluoropyridine.

Reference:
Patent; BTG INTERNATIONAL LIMITED; WO2009/103950; (2009); 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. 1214334-70-9, name is 5-Bromo-6-methoxypicolinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-6-methoxypicolinic acid

To a solution of 5-bromo-6-methoxypyridine-2-carboxylic acid (500 mg, 2.15 mmol, 1.00 eq.) insulfuric acid (10 mL) in ice bath was added HNO3 (5 mL) dropwise. The resulting solution was allowed to stir at 60 C for 16 h. After being cooled to rt, the solution was poured into ice/water (20mL). The solids were collected by filtration to provide 3-amino-5-bromo-6-methoxypyridine-2- carboxylic acid as a light yellow solid (260 mg, 44%). LCMS (ES) [M-1] mlz 275.0.

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, 1214334-70-9, 5-Bromo-6-methoxypicolinic acid.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; YU, Ming; LI, Zhe; XU, Qing; YEE, Calvin; SETTI, Lina; SHAM, Hing; (188 pag.)WO2019/36384; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem