Month: April 2022

Application of 79491-46-6 ,Some common heterocyclic compound, 79491-46-6, molecular formula is C6H4Br2N2O3, 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 solution of Compound 138 (200 mg, 0.64 mmol) in anhyd MeOH (6 mL) was added NaOMe (46 mg, 0.85 mmol). The reaction mixture was stirred at room temperature for 1 h and then concentrated under vacuum. The resulting residue was washed with water and filtered. The collected solids were washed with ice cold water and dried under vacuum to give Compound 139 (150 mg, 89% yield).

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. 79491-46-6, 2,6-Dibromo-3-methoxy-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; BANNEN, Lynne Canne; BUI, Minna; JIANG, Faming; WANG, Yong; XU, Wei; (235 pag.)WO2019/148043; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-47-4, Ethyl 4-bromopicolinate, 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, 62150-47-4, blongs to pyridine-derivatives compound. Product Details of 62150-47-4

A solution of ethyl 4-bromo-2-picolinate (1e) (92%, 20.6 g, 82.3 mmol) and acetone (2.43 mL, 32.9 mmol) in DME (100 mL) was added dropwise to a stirred suspension of NaH (60% suspension in oil, 6.6 g, 165 mmol) in DME (100 mL) under an atmosphere of argon at room temperature. The temperature was slowly increased until reflux was achieved, and a vigorous evolution of gas was observed after 10 min and the brown suspension turned dark red. The reaction mixture was allowed to cool to room temperature and was stirred for 2 h. The solvent was removed in vacuo and the red-orange paste slowly treated with water (200 mL). The resultant insoluble mixture was acidified as described in previously to pH 6.5 and the copious amount of yellow solid so obtained was collected by filtration and washed with water until the washing appeared colourless. The solid was oven-dried under vacuum (40C, ca. 30 mm) for 2 days to yield the crude triketone 5e as a yellow solid (15.3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-47-4, its application will become more common.

Reference:
Article; Lin, Chih-Pei; Florio, Pas; Campi, Eva M.; Zhang, Chunfang; Fredericks, Dale P.; Saito, Kei; Jackson, W. Roy; Hearn, Milton T.W.; Tetrahedron; vol. 70; 45; (2014); p. 8520 – 8531;,
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 26956-43-4, name is Furo[3,2-c]pyridin-4(5H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of Furo[3,2-c]pyridin-4(5H)-one

Preparation 20; 7-Bromofuro [3,2-c] pyridine; 7-Bromo-5H-furoF3, 2-clpyn; Add N-bromosuccinimide (63.16 g, 354.9 mmol) as a solution in anhydrous acetonitrile (480 mL) to a suspension of 5H-furo [3,2-c] pyridin-4-one (36.9 g, 273 mmol) in anhydrous acetonitrile (740 mL) at 0 C over 1 hour. Warm to room temperature, add anhydrous methyl alcohol (1.5 L) and stir at room temperature for 18 hours. Quench with water (20 ml) and saturated sodium bicarbonate (20 mL), concentrate to a volume of 1.3 liters, and pour into water (1.3 L). Collection of the precipitate by filtration and drying (vacuum oven 2 days 40-60 C) gives the title compound as an off-white solid. ESMS: (m/z) = 213.9, 215.9 (M++1).

With the rapid development of chemical substances, we look forward to future research findings about 26956-43-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2003/76442; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1086381-43-2 ,Some common heterocyclic compound, 1086381-43-2, molecular formula is C8H10BrN, 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.

Step 4: To a vial containing palladium(II) acetate (4.3 mg, 0.019 mmol) and butyldi-1-adamantylphosphine (13.9 mg, 0.039 mmol) was added 1,4-dioxane (300 ul). The vial was evacuated and refilled with Ar (3*). The solution was warmed to 70 C. for 20 minutes. In a separate vial were combined pivalic acid (9.9 mg, 0.097 mmol), cesium fluoride (44 mg, 0.29 mmol), 2-bromo-4-isopropylpyridine (purchased from CombiPhos Catalysts, Inc.) (29 mg, 0.15 mmol), (R)-4-((1-cyclobutylethyl)amino)-7-methyl-3-(4-(trifluoromethyl)benzyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile (40 mg, 0.097 mmol) and 1,4-dioxane (0.5 mL). The mixture was degassed with Ar for 15 minutes, and the catalyst solution was added to the mixture. The resulting mixture was stirred at 130 C. for 3 days. The mixture was cooled to room temperature and concentrated. The residue was dissolved in DCM and purified by silica gel chromatography (0-100% ethyl acetate/hexanes, linear gradient) to give (R)-4-((1-cyclobutylethyl)amino)-2-(4-isopropylpyridin-2-yl)-7-methyl-3-(4-(trifluoromethyl)benzyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile. MS ESI calc’d for C30H31F3N6 [M+H]+ 533. found 533.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1086381-43-2, its application will become more common.

Reference:
Patent; Christopher, Matthew P.; Fradera Llinas, Francesc Xavier; Machacek, Michelle; Martinez, Michelle; Reutershan, Michael Hale; Shizuka, Manami; Sun, Binyuan; Thompson, Christopher Francis; Trotter, B. Wesley; Voss, Matthew E.; Altman, Michael D.; Bogen, Stephane L.; Doll, Ronald J.; US2014/179680; (2014); 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. 3430-23-7, name is 3,5-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, 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. Application In Synthesis of 3,5-Dibromo-4-methylpyridine

To a stirred solution of 3,5-dibromo-4-methylpyridine (2.0 g, 7.97 mmol) in dry N,N-dimethylformamide (10 mL) was added copper cyanide (1.07 g,l 1.95 mmol) at room temperature . The reaction mixture was heated at 150 C for 6 h, cooled it, quenched with water (5 mL) and extracted with 50% ethyl acetate/hexane (2 x 100 mL). The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated under vacuum to obtain the title compound. MS (M+l): 199.1.

With the rapid development of chemical substances, we look forward to future research findings about 3430-23-7.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1074-98-2, 3-Methyl-4-nitropyridine 1-oxide, 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, 1074-98-2, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Methyl-4-nitropyridine 1-oxide

The substance obtained in Process 1 (5.83 g) and sodium dichromate dehydrate (11.4 g) were slowly added to the concentrated sulfuric acid (39.5 mL) at 0 C. and reacted at room temperature for 4 hours. The reaction solvent was poured into ice (80 g) and water (100 mL) was slowly added thereto. Sodium hydrogen sulfite was further added thereto until the orange color of hexavalent chromium faded and the precipitate was filtered out. Ethyl acetated and 1N hydrochloric acid were added to the filtered out solid substance, extracted and washed. The layer of ethyl acetate was concentrated under reduced pressure to obtain the powder of 4-nitronicotinic acid-N-oxide (3.23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1074-98-2, its application will become more common.

Reference:
Patent; Ajinomoto Co., Inc.; US2005/222141; (2005); 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 197376-47-9

2-(6-chloropyridine-3-yl)ethyl acetate (2 g, 10.8 mmol), zinc cyanide (1.88 g, 0.5 mmol), tetrakis(triphenylphosphine)palladium (1.2 g, 0.054 mmol), and DMF (10 mL) were added to a 25 mL microwave tube, and reacted at 155 C for 2 hours and then the reaction mixture was separated by a silica gel column (petroleum ether: ethyl acetate = 10:15:1) to give the product (white solid, 930 mg), with a yield of 48.9%. MS (ESI) m/z: 189.0 (M+1).

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, 197376-47-9, Ethyl 6-Chloropyridine-3-acetate.

Reference:
Patent; Fudan University; WANG, Yonghui; HUANG, Yafei; YU, Fazhi; TANG, Ting; EP3476829; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 62002-31-7, 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.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.

N-(Benzyloxycarbonyloxy)succinimide was added portion wise to a 0 C solution of 4,5,6,7-tetrahydro-lH-imidazo[4,5-c]pyridine dihydrochloride (530 mg, 2.70 mmol) and sodium bicarbonate (625.4 mg, 7.44 mmol) in l,4-dioxane/water (1 : 1, 20 mL). The resulting solution stirred overnight at room temperature. The reaction mixture was then poured into 50 mL of water, and extracted with 2×50 mL of ethyl acetate. The combined organic phases were washed with 100 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 10: 1 dichloromethane/methanol) to afford benzyl 6,7-dihydro-lH-imidazo[4,5-c]pyridine-5(4H)- carboxylate (440 mg, 63%) as colorless oil. MS: (ESI, m/z): 258[M+H]+.

Statistics shows that 62002-31-7 is playing an increasingly important role. we look forward to future research findings about 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 3430-21-5, 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. 3430-21-5, name is 5-Bromo-3-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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.

Step A 2-Amino-5-cyano-3-methylpyridine The title compound was prepared from 6-amino-3-bromo-5-methylpyridine using the procedure of EXAMPLE V, Step A’ (the crude product was purified by trituration with hot ethyl acetate) as a tan solid: 1 H NMR (CDCl3) delta 2.15 (s, 3 H), 4.91 (br s, 2 H), 7.46 (s, 1 H), 8.25 (s, 1 H).

According to the analysis of related databases, 3430-21-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5668289; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52311-50-9, 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.52311-50-9, name is 2-Chloro-4-ethoxypyridine, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

Step 2: 5-Bromo-2-chloro-4-ethoxypyridi 2-Chloro-4-ethoxypyridine (100 g, 634.5 mmol) was added to H2SO4 (500 mL) slowly. NBS (124.2 g, 698.0 mmol) was then added to the above reaction mixture at rt. The mixture was stirred at 80 C for 3 h. TLC analysis (PE/EA = 10: 1, Rf = 0.5) showed the reaction was finished. The reaction mixture was poured into ice-water (2000 mL), extracted with EA, and then concentrated. Another ten batches were prepared following the same procedure. The combined crude product was purified by flash column chromatography to give 5-bromo-2-chloro-4- ethoxypyridine (670 g, 2.84 mol, 40.0%): lH NMR (400 MHz, CD3OD): delta 8.31 (s, 1H), 7.14 (s, 1H), 4.32-4.10 (m, 2H), 1.58-1.35 (m, 3H); ES-LCMS m/z: 236.0, 238.0 (M, M+2H).

The chemical industry reduces the impact on the environment during synthesis 52311-50-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEMARTINO, Michael P.; GUAN, Huiping Amy; (103 pag.)WO2016/38552; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem