Day: March 7, 2022

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. 39856-57-0, name is 2,6-Dibromopyridin-3-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 39856-57-0

To a stirred solution of 2, 6-dibromopyridin-3-amine (38 g, 0.188 mol) in 1, 4- dioxane (400 mL) under an argon atmosphere was added sodium methoxide (70.55 g, 1.30 mol) at room temperature. The reaction mixture was stirred at reflux for 8 h. After consumption of the starting material (monitored by TLC), the reaction mixture was quenched with ice cold water (200 mL) and extracted with EtOAc (3 x 200 mL). The combined organic extracts were washed with cold water (2 x 100 mL), dried over sodium sulfate and concentrated in vacuo. The crude material was purified by column chromatography using 10% EtOAc:hexanes to afford 6-bromo-2-methoxypyridin-3-amine (13 g, 42%) as a brown solid. 1H-NMR (CDCl3, 400 MHz): delta 6.87 (d, 1H), 6.76 (d, 1H), 4.01 (s, 3H), 3.75 (br s, 2H); TLC: 20% EtOAc:hexane (Rf: 0.5).

The synthetic route of 39856-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/109109; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 156094-63-2, name is 2-(Bromomethyl)-6-methoxypyridine, molecular formula is C7H8BrNO, 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. name: 2-(Bromomethyl)-6-methoxypyridine

To a 100-mL round-bottomed flask was added 2-(bromomethyl)-6- methoxypyridine (1.33 g, 6.58 mmol), 2-(bromomethyl)-6-methoxypyridine (1.33 g, 6.58 mmol), ethyl N-(diphenylmethylene) glycinate (1.76 g, 6.58 mmol, Acros, New Jersey) and 5N sodium hydroxide (6.58 mL, 32.9 mmol) in THF (30 mL). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with water (30 mL) and extracted with EtOAc (2 x 50 mL). The organic extract was washed with saturated NaCl (30 mL) and dried over Na2S04. The solution was filtered and concentrated in vacuo to give the crude material as a light-yellow oil. The crude product was purified by silica gel chromatography, eluting with 10% EtOAc/hexanes to give ethyl N- (diphenylmethylidene)-3-(6-methoxy-2-pyridinyl)alaninate (1.86 g) as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 156094-63-2.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58481-17-7, 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 58481-17-7 as follows.

A. methyl 2-formylpyridine-4-carboxylate To a solution of methyl 2-(hydroxymethyl)pyridine-4-carboxylate (30 g, 179.64 mmol) in DCM (1 L) was added MnO2 (93.77 g. 1.0778 mol) at r.t. and stirred overnight. The reaction mixture was then filtered and concentrated to afford the title compound (21.3 g, 72%). [M+H] Calc’d for C8H7NO3, 166. Found, 166.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58481-17-7, its application will become more common.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Nie, Zhe; Stafford, Jeffrey Alan; Veal, James Marvin; US2014/275084; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 87674-21-3, 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.87674-21-3, name is 1-(3-Fluoropyridin-4-yl)ethanone, molecular formula is C7H6FNO, molecular weight is 139.13, as common compound, the synthetic route is as follows.

To a stirred solution of 3-FLUORO-4-ACETYLPYRIDINE (5.3 g, 38.1 MMOL) in glacial acetic acid (14 mL) and 48% HYDROBROMIC acid (5.3 mL), bromine (2 mL, 38 MMOL) in glacial acetic acid (5.3 mL) was added slowly and dropwise. After addition, the solution was stirred at 60C for 2.5 h then it was cooled down and ethylacetate (70 mL) was added. After 30’stirring the mixture was filtered and the solid was washed thoroughly with ethylacetate and dried. The title compound was obtaind in 82% yield (9.4 g). ‘H NMR (DMSO-D6/300 MHz) 5 ppm 4.88 (s, 2 H) 7.83 (dd, 1 H) 8.62 (DD, 1 H) 8.81 (d, 1 H).

The chemical industry reduces the impact on the environment during synthesis 87674-21-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMACIA ITALIA S.P.A.; WO2005/13986; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 25194-01-8, 2,6-Dichloro-4-nitropyridine, 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, HPLC of Formula: C5H2Cl2N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C5H2Cl2N2O2

(1) Synthesis of an Intermediate, 2,6-dichloro-4-methoxypyridine To a tetrahydrofuran solution containing methanol (0.37 g, 0.0104*1.1 mol), sodium hydride (0.44 g (ca. 60% in mineral oil), 0.0104*1.05 mol) was added, then 2,6-dichloro-4-nitropyridine (2.00. g, 0.0104 mol) was added thereto and the resultant solution was stirred for about 2 hours at room temperature. After it was confirmed that there was no bubbling with the addition of methanol (1.0 g, 0.0355*0.9 mol), the resultant solution was stirred for about another 1 hour. After the reaction solution was partitioned between ethyl acetate and water, the obtained organic layer was washed successively with aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and thereafter concentrated to obtain the substantially pure end product. Yield: 1.63 g (88%). Solid. Melting point: 94 to 96 C. 1 H-NMR (60 MHz, CDCl3, delta): 3.79(3H, s), 6.70(2H, s).

The synthetic route of 25194-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5691277; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 107867-51-6, Adding some certain compound to certain chemical reactions, such as: 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine,molecular formula is C6H6F3N3, 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 107867-51-6.

To the solution of I-B (499 mg, 1.51 mmol) in DMA (2.5 mL) at -5 C was added thionyl chloride (0.14 mL, 1.9 mmol). After stirring for 40 min at -5 C, a solution of 5- (trifluoromethyl)pyridine-2,3-diamine (295 mg, 1.66 mmol) in DMA (3 mL) was added to this reaction mixture. The reaction mixture was stirred at RT for 18 h. The reaction was quenched with water and extracted with DCM. Solid precipitated out from the organic phase, which was collected via filtration to afford N-(4-(l-((2-amino-5-(trifluoromethyl)pyridin-3- yl)carbamoyl)cyclobutyl)phenyl)-3-chlorobenzamide. MS (EI) m/z 489 [M+H]+.

According to the analysis of related databases, 107867-51-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; SLOMAN, David, L.; YU, Wensheng; (98 pag.)WO2019/27855; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 33252-29-8, 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 33252-29-8 as follows.

Weigh 2.38 g of 2-chloro-6-cyanopyridine and 0.05 g of ETS-10 in a reaction tube.Add 50mL of water, heat up to 110 C reaction, TLC tracking detection,The reaction was completed in 22 hours, and after cooling, it was centrifuged.The resulting solution is distilled off to obtain a product2-chloro-6-pyridinecarboxamide 1.46 g, yield 94%,The purity is 99.75% (gas chromatography detection). Centrifuged solidRepeat the reaction, the reaction conditions, the amount of raw materials are the same as above, when repeated 4 times,The yield is above 90%, and the yield is 84% in the fifth reaction.The purity is 97% or more.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33252-29-8, its application will become more common.

Reference:
Patent; Wenzhou University; Xiong Jing; Hu Rongrong; Liu Wuqiang; Tao Yangyang; Feng Xiaogang; Zhou Zheng; (6 pag.)CN104072409; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16098-21-8, 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. 16098-21-8, name is 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one, molecular formula is C6H5BrN2O3, 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.

To a solution containing 0.60 g (2.57 mmol) of 3- bromo-1-methyl-5-nitropyridin-2 (1H)-one in 120 ml of toluene under a nitrogen atmosphere was added 0.64 ml (5.15 mmol) of 2,4-dimethylaniline, 1.61 g (2.57 mmol) of rac- 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (racemic BINAP), 0.37 g (3.85 mol) of sodium t-butoxide and 1.20 g (1.31 mmol) of tris(dibenzylideneacetone)dipalladium (0). The reaction was heated to 95C overnight. The reaction was cooled to room temperature, diluted with ethyl acetate and washed with saturated sodium bicarbonate. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 60% ethyl acetate/hexanes gave the desired product with some starting aniline. The material was triturated with hexanes and the solids filtered and dried to afford 0.154 g (21.9%) of product. ¹H NMR (CDC13) 5: 2.22 (s, 3H) , 2.35 (s, 3H) , 3.74 (s, 3H) , 6.72 (bs, 1H), 7 .06 – 7.18 (m, 4H), 8. 06 (d, J = 2.8 Hz, 1H)

According to the analysis of related databases, 16098-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/99688; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89978-52-9, 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 89978-52-9, name is Ethyl 2-bromoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Example II-i01 Synthesis of ethyl 2-[2-(benzyloxy)ethoxy]isonicotinate (Intermediate ii-01) (Preparation method id-1) A solution of ethyl 2-bromoisonicotinate (575 mg, MATRIX) in THF (25 ml) was added with ethylene glycol monobenzyl ether (710 mul, TCI), cooled to 0 C., and added with potassium t-butoxide (420 mg, TCI), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with purified water (15 ml), and extracted with ethyl acetate (30 ml*2). The organic layers were combined, washed with saturated brine, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Flash, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate ii-01).

According to the analysis of related databases, 89978-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Asahi Kasei Pharma Corporation; US2007/60590; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 847406-13-7 ,Some common heterocyclic compound, 847406-13-7, molecular formula is C13H17BrN2O2, 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 stirred solution of 7A (0.800 g, 2.55 mmol) in 10 mL toluene was added 2, 3-dichlorophenyl boronic acid (0.975 g, 5.11 mmol) and cesium car- bonate (1. 33 g, 5.62 mmol). The mixture was de- gassed with nitrogen for 10 MIN, THEN E>D (PPh3) 4 (0. 148 g, 0. 128 mmol) was added. The mixture was heated to 85C for 18 h then cooled to ambient tem- perature. The crude product was partitioned between toluene and brine. The organic layer was washed (2 X 30 ML) with brine and concentrated in vacuo. The resulting oil was purified by flash chromatography on silica gel eluting with 2: 1 EtOAc/Hexane to pro- vide the title compound (0.295 g, 30. 5%) as a light oil which solidified upon standing to a white solid. 1H NMR (CDC13 400 MHz) 5 8.33 (d, J=2. 73 Hz, 1H), 8. 1 (d, J=1.56 Hz, 1H)., 7.51 (dd, J=1.95, 7.80 Hz, 1H), 7.27 (t, J=3.9 Hz, 1H), 7.23 (m, 2H), 4.2 (q, J=7. 02,14. 04 Hz, 2H), 3.71 (m, 2H), 2.91 (m, 2H), 2.49 (m, 1H), 2.05 (m, 2H), 1.9 (m, 2H), 1.28 (t, J=7.41 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,847406-13-7, its application will become more common.

Reference:
Patent; ICOS CORPORATION; WO2005/19200; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem