Tag: M.W:200-300

Application of 766557-60-2, Adding some certain compound to certain chemical reactions, such as: 766557-60-2, name is 2-Ethoxy-3-iodopyridine,molecular formula is C7H8INO, 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 766557-60-2.

EXAMPLE 1 N-fi-Cyano-i-fP^-dimethoxyphenyQsulphonyll-S-p-ethoxypyridin-S-yO^-oxo^S- dihydro- 1 H-indol-3-yl]-4-(1 -methylpiperidin-4-yl)piperazine- 1 -carboxamide; 1 a) 3-(2-Ethoxypyridin-3-yl)-3-hydroxy-5-iodo- 1, 3-dihydro-2H-indol-2-oneWith ice-bath cooling, 20.86 g (76.40 mmol) of 5-iodoisatin were stirred in 400 ml of anhydrous tetrahydrofuran (THF), and 3.22 g (80.50 mmol, 60% w/w) of sodium hydride were added a little at a time, the temperature being kept between 0-100C. With ice-bath cooling, the suspension was stirred for one hour, during which the pyridine Grignard reagent was prepared. At room temperature, 20 g (80.30 mmol) of the 2-ethoxy-3- iodopyridine were dissolved in 400 ml of anhydrous THF, and over a period of 5-10 minutes 95.6 ml (1 M solution in THF, 95.60 mmol) of ethylmagnesium bromide were added to this solution with cooling, at a temperature between 22 and 15C. The solution was stirred for 20 minutes, during which time the colour changed from colourless to slightly yellowish. The solution of the pyridine Grignard reagents was then, over a period of 5-10 minutes, added to the solution, cooled in an ice-bath, of the 5-iodoisatin sodium salt, the temperature fluctuating between 5 and 18C. After the addition of the Grignard reagent had ended, the ice-bath was removed, and the reaction mixture was stirred at room temperature for another 2 hours. Excess saturated ammonium chloride solution was added, followed by ethyl acetate, and the mixture was stirred for another 5 minutes. The aqueous phase was removed and extracted with ethyl acetate (2 x). The combined organic phases were washed with water (2 x), and the solvent was removed under reduced pressure. Initially, unreacted 5-iodoisatin precipitated from the still dilute solution and was removed, and after further concentration the product, too, crystallized out. The suspension was stored in a refrigerator at 5C for two hours and the slightly yellowish solid was then filtered off and washed with a little ethyl acetate. The desired 3-(2- ethoxypyridin-3-yl)-3-hydroxy-5-iodo-1 ,3-dihydro-2/-/-indol-2-one (17.1 g, 43.16 mmol, 57%) was isolated after drying at 400C.ESI-MS [M+H+] = 397.05 Calculated for Ci5H13IN2O3 = 396.19

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. 766557-60-2, 2-Ethoxy-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2008/80970; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 117873-72-0, 2,6-Dibromo-4-methoxypyridine, 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, name: 2,6-Dibromo-4-methoxypyridine, blongs to pyridine-derivatives compound. name: 2,6-Dibromo-4-methoxypyridine

A solution of 2.00 g 2,6-dibromo-4-methoxy-pyridine in 80 g liquid ammonia under was heated in an autoclave to 140 C. for 4 h. The reaction was cooled to room, evaporated and the residue was purified by silica column chromatography to yield 0.457 g of the title compound as white solid. MS (ISP) M+H+=203.2 205.5; 118b) 6-Bromo-4-methoxy-pyridin-2-ylamineA solution of 2.00 g 2,6-dibromo-4-methoxy-pyridine in 80 g liquid ammonia under was heated in an autoclave to 140 C. for 4 h. The reaction was cooled to room, evaporated and the residue was purified by silica column chromatography to yield 0.457 g of the title compound as white solid. MS (ISP) M+H+=203.2 205.5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,117873-72-0, 2,6-Dibromo-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Haap, Wolfgang; Hebeisen, Paul; Kitas, Eric A.; Kuhn, Bernd; Mohr, Peter; Wessel, Hans Peter; US2009/143439; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 86847-84-9 ,Some common heterocyclic compound, 86847-84-9, molecular formula is C10H13ClN2O, 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 dry solution OF N- (6-CHLOROPYRIDIN-2-YL)-2, 2-dimethyl propionamide (Preparation 107, 8. 0g, 37. 6MMOL) in THF (120ML), cooled TO-78C, was added dropwise, a solution of tert-butyllithium in pentane (1.7M, 48.7mL, 82. 8MMOL) over 40min. The reaction was stirred at-78C for 3h before adding a solution of iodine (11. 46g, 45. 1MMOL) in THF (40mL) dropwise. The mixture was brought up to rt and stirred for 16h. 2M HCl (30mL) was added to the reaction, and after 20min the solvent was removed in VACUO. Crude material was partitioned between ethyl acetate (200ML) and water (150ML). Organics were separated and washed with 10% sodium thiosulfate solution (4XLOOML) then NAHCO3 solution (2XLOOML), dried (MGS04) and the solvent removed in VACUO. The residue was purified by column chromatography (SIO2, CH2C12) to give the title compound. m/z (ES) = 338.93 [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. 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Bromo-6-tert-butylpyridine

To a 250 mL three-necked flask was added 3-methoxyphenylboronic acid (3.1 g, 20.0 mmol) K2CO3 (5.8 g, 42.0 mmol), and then a reflux device was set up, and the gas was purged three times in an argon atmosphere. 2-Bromo-6-tert-butylpyridine (3.6 g, 16.8 mmol), solvent ethylene glycol dimethyl ether (30 mL) and distilled water (20 mL) were added. The system was then bubbled with a long needle for 30 min and then tetrakistriphenylphosphine palladium (1.0 g, 0.9 mmol) was added. The system was heated to reflux for 12 h under argon. After the reaction was completed, the system was cooled to room temperature, and ethyl acetate (30 mL EtOAc) was evaporated. 1:100), 2.7 g of colorless oil2-(3-Methoxyphenyl)-6-tert-butylpyridine, yield 67%.

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, 195044-14-5, 2-Bromo-6-tert-butylpyridine.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Huang Zheng; Jia Xiangqing; Guo Le; (26 pag.)CN104804041; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75806-86-9, Adding some certain compound to certain chemical reactions, such as: 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine,molecular formula is C5H2BrClN2O2, 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 75806-86-9.

Example 121 : 5-Chloro-3-(4-chloro-3- (trifluoromethyl)phenylsulfonamido)picolinic acid; [00525] Step 1 : A dry 250 mL flask was charged with 2-bromo-5-chloro-3- nitropyridine (24 g, 10 mmol), CuCN (19 g, 20 mmol) and DMF (100 mL). The resultant mixture was stirred at 110 C for 2 h and then concentrated under reduced pressure. Water (100 mL) was added and the aqueous layer was extracted with EtOAc (250 mL X 3). The combined organic layer was washed with brine, dried (MgSO4), and evaporated in vacuo to afford a light yellow solid (15 g) which was used directly for the next step.

According to the analysis of related databases, 75806-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89364-04-5, 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. 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

Under a nitrogen stream3-bromo-4-nitropyridine 3.4g (16.9 mmol),5spiro [benzo [c] fluorene-7,9′-fluorene] -5-ylboronic acid, 8.3g (20.2 mmol) 1.0 g (5 mol%) of Pd (PPh3) 4, and potassium carbonate, 7.0 g (50.6 mmol)80 ml / 40 ml / 40 ml of Toluene / H 2 O / Ethanol was added, and the mixture was stirred at 110 C for 3 hours.After completion of the reaction, the organic layer was separated using methylene chloride and water was removed using MgSO4.The solvent of the organic layer was removed, and the residue was purified by column chromatography to give the desired compound B1 (5.9 g, 12.1 mmol, yield 72%).

According to the analysis of related databases, 89364-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Doosan Co., Ltd; Kim Hong-seok; Ra Jong-gyu; (52 pag.)KR2019/2183; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 23056-47-5, 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. 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, 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.

Intermediate 6.1 : 2-bromo-5-nitro-pyridine-4-carboxylic acid To a solution of 2-bromo-4-methyl-5-nitropyridine (10 g, 46.5 mmol) in H2S04 (100 mL) was added Cr03 (15.5 g, 153 mmol) in portions at 0C. The reaction solution was stirred at 0C for 1 h and then warmed to ambient for 16 h. Then the solution was poured into a mixture of ice and water (300 mL), stirred at room temperature for 1 h, filtered to get a white solid, this target compound was used for the next step without any further purification.

According to the analysis of related databases, 23056-47-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEO PHARMA A/S; SOERENSEN, Morten Dahl; LARSEN, Jens Christian Hoejland; NOERREMARK, Bjarne; LIANG, Xifu; HUANG, Guoxiang; CHEN, Jinzhong; WO2013/82756; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 23056-47-5, 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 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe (120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 Lx 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6- bromo-4-methylpyridin-3-amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. ?H NMR (CDC13, 400 MHz) ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

According to the analysis of related databases, 23056-47-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (240 pag.)WO2017/23975; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 887115-56-2, 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 887115-56-2 as follows.

A mixture of 5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine (3.04 g, 14.0 mmol), bis(pinacolato)diboron (4.37 g, 17.0 mmol), PdCl2(dppf) (0.992 g, 1 mmol), and potassium acetate (3.52 g, 36 mmol) in dioxane was heated at 100 C. for 1 hour. Reaction mixture was portioned between ethyl acetate and saturated sodium bicarbonate solution, organic layer dried (MgSO4), filtered, concentrated and purified by CombiFlash (ethyl acetate/hexanes) to give desired product. LCMS-ESI+: calc’d for C13H19BN3O2: 260.2 (M+H)+; found: 260.2 (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,887115-56-2, its application will become more common.

Reference:
Patent; Gilead Sciences, Inc.; Cai, Zhenhong R.; Guo, Hongyan; Ji, Mingzhe; Jin, Haolun; Lee, Amy; McFadden, Ryan; Mitchell, Michael L.; Munoz, Manuel; Pyun, Hyung-Jung; Xu, Lianhong; Yang, Hong; (272 pag.)US2018/118734; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1206775-52-1, 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.1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde, molecular formula is C7H6BrNO2, molecular weight is 216.032, as common compound, the synthetic route is as follows.

5-Bromo-6-methoxypyridine-2-carboxaldehyde (15 g, 69.3 mmol, 1 eq.) Was dissolved in 300 ml of dichloromethane, and the temperature was lowered to -78 C. Under nitrogen protection, diethylaminosulfur trifluoride (44.7 g, 277.2 mmol, 4 eq.) Was added dropwise. After completion of the dropwise addition, the reaction was carried out at 18 C for 18 hours.After the reaction was completed, the reaction solution was dropped into ice water and made alkaline with a saturated sodium bicarbonate solution. Extraction with dichloromethane, concentration of the organic phase and column chromatography gave 15 g of 3-bromo-6- (difluoromethyl) -2-methoxypyridine as a white solid with a yield of 91%.

Statistics shows that 1206775-52-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-6-methoxypicolinaldehyde.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Xu Xiangcheng; Liu Chao; (10 pag.)CN110724091; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem