Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, 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: 443956-08-9, blongs to pyridine-derivatives compound. SDS of cas: 443956-08-9

Compound I-2 (1 g, 4.6 mmol) was added to a three-necked flask,Dissolved with 20 mL of ethanol,After replacing the nitrogen three times,To this was added zinc dust (1.5 g, 22.9 mmol) andAmmonium chloride (2.46 g, 46 mmol),Replace nitrogen again;50 under the conditions of reaction 16h,(CH2Cl2: CH3OH = 25: 1). The reaction solution was filtered and the filtrate was collected. After concentration under reduced pressure, the residue was purified by petroleum ether / ethyl acetate (5: 1)The grayishl solid was the target product I-3 (524 mg, 60%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,443956-08-9, 6-Bromo-2-nitropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Normal University; Zhang Huabei; Wang Huan; Fang Yu; Liu Jianping; Wang Shuxia; (32 pag.)CN107188900; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 669066-89-1, 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. 669066-89-1, name is 3-Amino-5-bromopicolinamide, molecular formula is C6H6BrN3O, 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.

(b) 3-Amino-5-bromopicolinic acid. A mixture of 3-amino-5- bromopicolinamide (28.2 g, 0.13 mol) and concentrated HCl (361 mL) was heated at reflux for 12 hours. The reaction mixture was left to reach room temperature, and the solid which precipitated was filtered. The filter cake was dissolved in water, and the pH of the aqueous solution was adjusted to pH = 4 with saturated NaOAc, and extracted with EtOAc (3 x). The combined organic layers were dried over anhydrous MgSO4, and filtered. The filtrate was evaporated under reduced pressure, and the residue was dried in vacuo to afford the title compound as a 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 669066-89-1, 3-Amino-5-bromopicolinamide.

Reference:
Patent; AMGEN INC.; WO2008/130600; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1221171-96-5, 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 1221171-96-5, name is 2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-6-trifluoromethoxy isonicotinic acid (43); At 0 0C, butyllithium (1.56 M in hexane, 4.0 mL, 6.2 mmol, 0.67 eq) was added dropwise to a solution of butylmagnesium chloride (2M in THF, 1.5 mL, 3.0 mmol, 0.33 eq) in THF (8 mL), followed after 10 min by a solution of 2-chloro-4-iodo-6- trifluoro?iepsilonthoxypyridinepsilon (42, 3.0 g, 9.3 mmol, 1 eq) in THF (5 mL). After 10 min the reaction mixture was poured onto an excess of freshly crushed dry ice before being treated with an aqueous solution of sodium hydroxide (5%, 15 mL). The resulting aqueous layer was collected, washed with diethylether (10 mL) and acidified to pH 4 by dropwise addition of hydrochloric acid (6 N, 5 mL). After extraction with ethyl acetate (3 x 10 mL), the combined organic layers were dried over sodium sulfate before being evaporated to afford pure 2-chloro-6-trifluoromethoxy isonicotinic acid (43, 1.6 g, 6.6 mmol, 71%) as a white powder; m.p. 65-68 0C.1H NMR (CDCl3, 300 MHz): delta = 10.12 (br s, 1 H), 7.88 (d, J = 0.9 Hz, 1 H), 7.56 (d, J = 0.9 Hz, 1 H). – 19F NMR (CDCl3, 282 MHz): delta = -57.3 – 13C NMR (CDCl3, 75 MHz): delta = 167.6, 156.3, 150.4, 143.0, 122.5, 120.2 (q, J = 260 Hz), 113.5. – C7H3ClF3NO3 (241): calcd. (%) C 34.81, H 1.25, N 5.80; found C 34.64, H 1.55, N 5.76.

According to the analysis of related databases, 1221171-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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 63237-88-7 as follows.

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 112110-07-3, 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

REFERENCE EXAMPLE 1 Preparation of N-(2,6-difluorobenzoyl)-N’-(5-trifluoromethyl-3-pyridyl)urea (compound No. 1) 1.0 g of 3-amino-5-trifluoromethylpyridine was dissolved in 5 ml of dioxane, and a solution of 1.35 g of 2,6-difluorobenzoylisocyanate in 2 ml of dioxane was dropwise added to the former solution. The reaction was carried out at room temperature for 1 hour, while stirring. After the completion of the reaction, the reaction product was pourred into about 100 ml of water to precipitate crystals. The precipitate was filtered and washed with methanol, followed by drying, thus obtaining 1.73 g of N-(2,6-difluorobenzoyl)-N’-(5-trifluoromethyl-3-pyridyl)urea (melting point: 233 to 235 C.).

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 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4762928; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153747-97-8 , The common heterocyclic compound, 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, molecular formula is C14H20BrN3O2, 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.

A mixture of 1-11 (4.30 g, 12.57 mmol) , bis (pinacolato) diboron (3.82 g 15.07 mmol) and KOAc (2.94 g, 37.69 mmol) in 1,4-dioxane (30 mL) was degassed in a stream of argon for 15 minutes. To the mixture was added 1,1- bis (diphenylphosphino) ferrocene-palladium(II) dichloride dichloromethane complex (0.307 g, 0.376 mmol), and the reaction mixture was again degassed for additional 15 minutes. After stirring at 100C for 20 hours, the volatiles were removed by evaporation, and the obtained residue was diluted with water (50 mL) , followed by extraction with ethyl acetate (50 mL x 3) . The combined organic layers were washed with brine (50 mL) , dried over anhydrous Na2SC> and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (100-200 mesh) using 50% EtOAc in hexanes to give the desired product Intermediate 1- XIII as a mixture of minor boronate ester together with major boronic acid . (4.8 g, crude yield 98%) as a yellow solid; LCMS (for boronate ester) : m/z 390.2 [M+l]; LCMS (for boronic acid) : m/z 308.1 [M+l] .

The synthetic route of 153747-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOUL, Summon; KURHADE, Suresh; BHOSALE, Sandeep; NAIK, Keshav; SALUNKHE, Videsh; MUNOT, Yogesh; BHUNIYA, Debnath; (284 pag.)WO2015/88045; (2015); 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. 16098-21-8, name is 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one

To a stirred solution of 3-bromo-l-methyl-5-nitropyridin-2(lH)-one (2.1 g, 9.012 mmol, 1.0 eq) and potassium (5-chloro-2-fluorophenyl)trifluoroborate (3.2 g, 13.518 mmol, 1.5 eq) in dioxane (50 mL) was added a 2M solution of Na2C03 (1.91 g, 18.024 mmol, 2.0 eq) in H20 at RT. The resulting mixture was purged with nitrogen for 10 min followed by addition of Pd(dppf)Cl2.DCM (0.368 g, 0.450 mmol, 0.05 eq), again purged with nitrogen for 10 min. The reaction mixture was heated at l00C for overnight. The progress of reaction was monitored by LCMS. The reaction mixture was diluted with water (50 mL), extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with water (50 mL), with brine (50 mL), dried over Na2S04, concentrated and purified by combi flash chromatography [silica gel 100-200 mesh: elution 0-30 % EtOAc in Hexane] to afford the desired compound 3-(5-chloro-2-fluorophenyl)-l-methyl-5-nitropyridin-2(lH)-one (1.6 g, 62.99%) as off white solid. LCMS: (M+l)+: 283.2.

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, 16098-21-8, 3-Bromo-1-methyl-5-nitropyridin-2(1H)-one.

Reference:
Patent; INTEGRAL BIOSCIENCES PVT. LTD.; PUJALA, Brahmam; PENDHARKAR, Dhananjay; AGARWAL, Anil Kumar; KUMAR, Varun; ARYA, Satish Kumar; CHAKRAVARTY, Sarvajit; (0 pag.)WO2020/12357; (2020); A1;,
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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. Formula: C9H12BrN

Next, the threeneckflask, to introduce a nitrogen atmosphere, the above synthesis of 2bromo6tbutylpyridine 3.65g, tetrahydrofuran (dehydration solventcommercially available) 50mL, and cooled to 78. Thereto, a 1.6M solution of nbutyllithiumin hexane was added dropwise 10.0mL, was stirred for 30 minutesat 78. Here, by the addition of crushed dry ice and slowly a large excess, and the mixture was stirred at room temperature for 2 hours. By extraction andseparated with the addition of 100mL of water, 50mL of ethyl acetate was recovered aqueous layer (pH ~ 11). With respect to the aqueous layer, concentratedhydrochloric acid to pH ~ 2 was added little by little and, by concentration of the resulting organic layer was extracted three times with 50mL of ethyl acetate, togive 2g Compound A214.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEMICAL CO., LTD; PARK, JONG HO; SAH, KONG CHUN; KIM, SUNG HYUN; BAEK, GYUNG LIM; RYU, CHANG HYUN; (91 pag.)KR2015/128789; (2015); A;,
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.80827-67-4, name is 1-(3-Methoxypyridin-2-yl)piperazine, molecular formula is C10H15N3O, molecular weight is 193.2456, as common compound, the synthetic route is as follows.Formula: C10H15N3O

Example 5d 3-[3-[(3-Methoxy-2-pyridinyl)-1-piperazinyl]propyl]-5-nitro-1H-indole. (5) A mixture of 3-(3-bromopropyl)-5-nitro-1H-indole (4) (0.88 g, 3.11 mmol), potassium carbonate (0.43 g, 3.11 mmol), potassium iodide (0.52 g, 3.11 mmol) and 1-(3-methoxy-2-pyridinyl)piperazine (1) (0.60 g, 3.11 mmol) in 50 mL of acetonitrile was heated to reflux for 5 h. The mixture was cooled, filtered and concentrated. The residue was purified by flash column chromatography with 5% methanol in dichloromethane as eluant to give the title compound (1.2 g, 99%) as a yellow foam; 1 H NMR (DMSO-d6, 300 MHZ) delta 8.54 (d, J=2.2 Hz, 1H), 7.97 (dd, J=2.2, 9.9 Hz, 1H), 7.77(m, 1H), 7.50 (d, J=9.0 Hz, 1H), 7.44 (s, 1H), 7.24 (d, J=7.75 Hz, 1H), 6.90 (m, 1H), 3.78 (s, 3H), 3.33 (br s, 2H), 2.80 (t, J=7.3 Hz, 2H), 1.93 (m, 2H); IR(KBr) 3300, 1520, 1330, 1240 cm-1; MS (m/e) 395 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80827-67-4, 1-(3-Methoxypyridin-2-yl)piperazine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US5521188; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98197-88-7, 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. 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine, molecular formula is C6H6N2O3, 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 (0128) 100-mL round-bottom flask was charged with (4-nitropyridin-2-yl)methanol (1.02 g, 6.63 mmol), CF3CH2OH (17 mL), and CF3CH20Na (3.07 g, 25.2 mmol, 3.8 equiv, prepared from CF3CH2OH and NaH). A reflux condenser was atached, and after the reaction mixture was heated to reflux for 14 h, the reaction mixture was cooled to 23 C, and additional CFsCHteOIMa (2.04 g, 16.7 mmol, 2.5 equiv) was added. The reaction mixture was heated to reflux for 24 h, cooled to 23 C, and neutralized with aqueous 4.0 M HCI. The mixture was concentrated in vacuo. The resulting residue was dissolved in saturated aqueous NaHCOa, and the product was extracted with EtOAc (3 c 30 mL) using a separatory funnel. The combine organic layers were dried over anhydrous NaaSCU, filtered, and concentrated in vacuo to deliver (4-(2,2,2~trifuoroethoxy)pyridin~2- yl)methanol (1.08 g, 79% yield).

According to the analysis of related databases, 98197-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; KOIDE, Kazunori; BEIN, Kiflai; BRESSIN, Robert, Kruger; BURROWS, James, Proviano; GAMBINO, Adriana; LEIKAUF, George, D.; PHAM, Dianne; (80 pag.)WO2020/27905; (2020); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem