Day: March 25, 2022

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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid, molecular formula is C7H6N2O4, 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 2-Methyl-5-nitro-3-pyridinecarboxylic acid

A solution of 2-methyl-5-nitronicotinic acid 1 (50 mg, 0.27 mmol), intermediate II (90 mg, 0.41 mmol), PyBOP (281 mg, 0.54 mmol) and DIEA (0.14 ml, 0.81 mmol) in DCM/DMF (6 ml, 5:1) was stirred at 20C for 16 hr. The mixture was washed with saturated aq. NaHCO3, H2O, dried over MgSO4, and evaporated, and the residue was chromatographed on reverse phase HPLC (10-95% AcN in H2O) to give 3 (92 mg) as a brown solid. (Calculated mass: 365.4, observed mass: 364.6).

With the rapid development of chemical substances, we look forward to future research findings about 59290-81-2.

Reference:
Patent; KEMIA, INC.; WO2007/56016; (2007); A2;,
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. 823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine

Procedure for synthesis of N-[6-chloro-4-(trifluoromethyl)-3-pyridyl]-2,2-dimethyl- propanamide (Step 1) A mixture of 5-bromo-2-chloro-4-(trifluoromethyl)pyridine (commercially available) (75 mg, 0.288 mmol), 2,2-dimethylpropanamide (32 mg, 0.317 mmol), XantPhos Pd G3 precatalyst (13 mg, – – 0.014 mmol), K2C03 (79 mg, 0.57 mmol) in 1 ,4-Dioxane (0.5 ml.) was heated at 90C for 0.5h and then 1 10C for 2h. Purification by reverse phase HPLC delivered product (14 mg, 15%). LC-MS: (positive ES MH+ 281 ).

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, 823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; PHADTE, Mangala; SONAWANE, Ravindra; MORRIS, James Alan; BOEHMER, Jutta Elisabeth; DESSON, Timothy Robert; RUSSELL, Sally Elizabeth; LING, Kenneth; HENNESSY, Alan Joseph; HOTSON, Matthew Brian; LONGSTAFF, Adrian; RUSSELL, Claire Janet; GOODWIN-TINDALL, Jake; WO2015/52076; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120739-77-7 ,Some common heterocyclic compound, 120739-77-7, molecular formula is C8H11ClN2, 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.

(2) 20.16 g of the above crude product were dissolved in 114 ml of chloroform and to the resulting solution was added a solution of 26.34 g (0.2486 mol) of sodium carbonate in 114 ml of water at 2-7 C. with stirring. Then, 13.5 g (0.0791 mol) of N-(6-chloro-3-pyridyl)methyl-N-ethylamine were dropwise added to the mixture at 5-6 C. and stirred for 40 minutes. Further, 31.59 g (0.407 mol) of 40% methylamine were dropwise added to the mixture at 3-7 C., followed by stirring for 30 minutes under ice-cooling and 30 minutes at room temperature. The separated aqueous layer was extracted with 48 ml of chloroform. The combined chloroform layers were concentrated, and the residue to which 39 ml of ethyl acetate were added was ice-cooled to precipitate pale yellowish crystals of 1-[N-(6-chloro-3-pyridyl)methyl-N-ethyl]amino-1-methylamino-2-nitroethylene. Yield: 18.15 g (84.9%). mp. 83-84 C.

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. 120739-77-7, N-((6-Chloropyridin-3-yl)methyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5364989; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To fuming HNO3 (136 rn) were added H2S04 (111 rn) and 23,6-trichoropyridine (24.2g, 133 mmo) at 0C. The reaction mixture was sHowed to warm to RT, then stirred at100C overnight. After cooing to 0C, the mixture was poured onto ice-water. Theunsoube materia was coHected by fitration to afford 2,3,6-trichoro-5-nitropyridine. Rt =1.07 mm (UPLC Method B2), 1H NMR (400 MHz, DMSO-d6) 6 ppm: 9.06 (s, IH).

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 6515-09-9, 2,3,6-Trichloropyridine.

Reference:
Patent; NOVARTIS AG; PISSOT SOLDERMANN, Carole; QUANCARD, Jean; SCHLAPBACH, Achim; SIMIC, Oliver; TINTELNOT-BLOMLEY, Marina; ZOLLER, Thomas; (161 pag.)WO2015/181747; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185315-53-1 ,Some common heterocyclic compound, 185315-53-1, molecular formula is C6H5Cl2N, 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.

General procedure: A mixture of N-tert-butyl-7-(3,3-difluoropyrrolidin-l-yl)-3H-triazolo[4,5-d]pyrimidin-5- amine (25 mg, 0.08 mmol), NEt3 (14.6 mg, 0.144 mmol) and l-(bromomethyl)-2- (trifluoromethyl)benzene (26.8 mg, 0.112 mmol) in 2 mL DMF was stirred at room temperature for 5 h. The mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt . After evaporation of the product containing fractions 5.2 mg (14 %) of the title compound was isolated. MS(m/e): 456.4 (MH+). Example 34; In analogy to the procedure described for the synthesis of N-tert-butyl-7-(3,3- difluoropyrrolidin- 1 -yl) -3 – [ [2- (trifluoromethyl)phenyl] methyl] triazolo [4, 5 -d] pyrimidin- 5 – amine (example 22) the title compound was prepared from (3S)-3-methyl-l-(5- morpholino-3H-triazolo[4,5-d]pyrimidin-7-yl)pyrrolidin-3-ol and 3-chloro-2- (chloromethyl)pyridine. MS(m/e): 431.3 (MH+).

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. 185315-53-1, 3-Chloro-2-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ROEVER, Stephan; ROGERS-EVANS, Mark; NETTEKOVEN, Matthias; SCHMITT, Sebastien; GRETHER, Uwe; KIMBARA, Atsushi; WO2015/32769; (2015); 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.929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, molecular formula is C7H6BrN3, molecular weight is 212.05, as common compound, the synthetic route is as follows.Recommanded Product: 929617-30-1

Step 4: To a solution of 5-bromo-3-methyl-lH-pyrazolo[3,4-c]pyridine (106 mg,0.5 mmol) in DMF (5 mL) was added Pd(dppf)Cl2 (20 mg), saturated solution of Na2C03 (1 mL) and lH-pyrazol-4-ylboronic acid (67 mg, 0.6 mmol). Under argon, the mixture was stirred under microwave irradiation for 1 h at 150 C. After cooling down, the solvent was removed under reduced pressure and the residue was purified by silica-gel column chromatography (mobile phase: EA:PE = 1 : 1) to afford 102 (15 mg, 15% ). 1H NMR (500 MHz, MeOD) 5 8.88 (s, 1H), 8.16 (m, 2H), 8.00 (s, 1H), 2.61 (s, 3H); ESI MS m/z = 200.1 (M+l)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 36953-37-4, Adding some certain compound to certain chemical reactions, such as: 36953-37-4, name is 4-Bromopyridin-2(1H)-one,molecular formula is C5H4BrNO, 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 36953-37-4.

A mixture of 4-Bromo-1H-pyridin-2-one (0.613 g), silver carbonate (0.63 g) and benzyl bromide (0.50 mL) in benzene (10 mL) was heated at 50C for 24 hours, protected from light. Reaction mixture stirred ambient temperature for 16 hours. Reaction mixture was filtered through a pad of CELITE, which was washed ethyl acetate. The filtrate was concentrated and purified by flash column chromatography (silica gel, 0 to 10% ethyl acetate/hexanes) to give 2-Benzyloxy-4-bromo-pyridine (0.6043 g): LCMS-ESI+: calc’d for C12H11BrNO: 265.12 (M+H+); Found: 263.8, 265.8 (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. 36953-37-4, 4-Bromopyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; GUO, Hongyan; KATO, Darryl; KIRSCHBERG, Thorsten, A.; LIU, Hongtao; LINK, John, O.; MITCHELL, Michael, L.; PARRISH, Jay, P.; SQUIRES, Neil; SUN, Jianyu; TAYLOR, James; BACON, Elizabeth, M.; CANALES, Eda; CHO, Aesop; KIM, Choung, U.; COTTELL, Jeromy, J.; DESAI, Manoj, C.; HALCOMB, Randall, L.; KRYGOWSKI, Evan, S.; LAZERWITH, Scott, E.; LIU, Qi; MACKMAN, Richard; PYUN, Hyung-Jung; SAUGIER, Joseph, H.; TRENKLE, James, D.; TSE, Winston, C.; VIVIAN, Randall, W.; SCHROEDER, Scott, D.; WATKINS, William, J.; XU, Lianhong; YANG, Zheng-Yu; KELLAR, Terry; SHENG, Xiaoning; CLARKE, Michael, O’Neil, Hanrahan; CHOU, Chien-hung; GRAUPE, Michael; JIN, Haolun; MCFADDEN, Ryan; MISH, Michael, R.; METOBO, Samuel, E.; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WO2010/132601; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 61494-55-1, 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. 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid. A new synthetic method of this compound is introduced below.

[0546] To a stirred solution of diisopropyl amine (1.65 mL, 1 1.7 mmol) in anthydrous THF (10 mL) cooled to -15C was added n-butyl lithium (2.5 M in hexanes, 4.80 mL, 12.0 mmol) slowly between -10C and 0C. The resultant mixture was stirred at room temperature for 15 minutes before being cooled to 0C. The solution of LDA thus formed was added to a rapidly stirred suspension of 2-(2-chloropyridin-3-yl)acetic acid (1.00 g, 5.8 mmol) in anhydrous THF(20 mL) at 0C. Upon complete addition of the LDA solution the resultant bright yellow suspension was stirred at 0C for 15 minutes. A solution of (3-fluoro-4- isothiocyanatophenyl)(methyl)sulfane (1.63 g, 8.2 mmol) in anhydrous THF (10 mL) was then added to the reaction mixture and heated to 65C for 1 8 hours. The reaction mixture was cooled to room temperature and the volatiles removed in vacuo. The resultant brown gum was redissolved in THF, cooled to 0C and 10% aq acetic acid 10 mL added slowly. Acetonitrile (5 mL) was added slowly until a yellow solid developed, the solid was isolated by filtration and washed with ether and acetonitrile to give the title compound as a yellow solid (546 mg, 20%). LC/MS: [M+l] 335. 1 HNMR (300 MHz, DMSO-d6): d 8.34 (d, J=8.1Hz, 1H), 7.85-8.20 (m, 1H), 7.61 (t, J = 8.6 Hz, 1H), 7.39-7.30 (m, 2H), 7.21 (d, J = 9.2 Hz, 1H), 2.52 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; NFLECTION THERAPEUTICS, INC.; TSAI, Kenneth, Y.; KINCAID, John; SARIN, Kavita, Yang; (319 pag.)WO2020/106303; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 3719-45-7 , The common heterocyclic compound, 3719-45-7, name is 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid, molecular formula is C7H7NO3, 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 l-methyl-6-oxo-l,6-dihydropyridine-3-carboxylic acid (470 mg, 3.07 mmol) in 20 mL of dioxane was added Boc anhydride (1.34 g, 6.14 mmol), ammonium bicarbonate (485 mg, 6.14 mmol), and pyridine (0.496 mL, 6.14 mmol). The reaction mixture was stirred at ambient temperature for 18 h and then the resultant slurry was filtered to afford the title compound as a grey solid that was used in subsequent steps as is. MS: mlz = 153.1 [M+l]+.

The synthetic route of 3719-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; LIM, John; SHERER, Ed; YU, Younong; MITCHELL, Helen; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; PARK, Min, K.; CAI, Jiaqiang; WO2015/161014; (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. 117519-13-8, name is 6-Chloro-2-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4ClF3N2

To a stirred solution of 6-chloro-2-(trifluoromethyl)pyridin-3-amine (351 mg, 1 .79mmol) in DCM (3ml_) and pyridine (0.58ml_, 7.14mmol) was added 2-methylpropanoyl chloride (0.374ml_, 3.57mmol). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was concentrated and purified by flash chromatography on silica using a gradient from 5-100% EtOAc in isohexane as eluent to give the desired compound (234mg, 49%) as a white solid. 1 H NMR (400 MHz, CDCI ) delta 9.08 (s, 1 H), 8.89 (d, 1 H), 8.62 (s, 1 H), 8.38 (s, 1 H), 7.96 (d, 1 H), 7.68 (br s, 1 H), 2.69-2.59 (m, 1 H), 1 .32 (d, 6H)

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, 117519-13-8, 6-Chloro-2-(trifluoromethyl)pyridin-3-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CARTER, Neil, Brian; BRIGGS, Emma; KITSIOU, Christiana; LING, Kenneth; MORRIS, James, Alan; TATE, Joseph, Andrew; WAILES, Jeffrey, Steven; WILLIAMS, John; (94 pag.)WO2017/162524; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem