Day: April 8, 2022

Electric Literature of 185041-05-8, 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.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

2.0 g 2-chloro-4-iodo-nicotinic acid methyl ester (6.7 mmol), (6.7 mmol) and methyl pyrrolidone (NMP) in a mixture of 0.60 g of cuprous cyanide were heated to 10 ml containing N- 130 five hours, after cooling was diluted with 50 ml of ethyl acetate, the mixture was filtered and concentrated under reduced pressure, the residual material was dissolved in 25 ml of ethyl acetate after washing twice with 10 mL of aqueous ammonia, dried over magnesium sulfate and concentrated, the residual material was purified by silica gel column chromatography (moving phase: ethyl acetate: petroleum ether = 3% to 5%), to give the desired product, 2-chloro-nicotinic acid methyl ester cyano, a white solid (1.0 g, 5.1 mmol, 56% yield).

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1138444-17-3, 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 1138444-17-3, name is 6-Bromo-2-chloro-3-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 6-bromo-2-chloro-3-iodopyridine (8.0 g, 25.1 mmol), (E)-2-(2- ethoxyvinyl)-4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolane (4.98 g, 25.1 mmol), cesium carbonate (16.38 g, 50.3 mmol), and [1,1 ?-bis(diphenylphosphino)ferrocene] dichloropalladium(II) (2.052,2.51 mmol) was added 1,4-dioxane (100 mL) and H20 (10 mL). A steady stream of N2 was bubbled through the reaction mixture for 15 minutes then the mixture was heated to 73 C for 20h. The mixture was cooled to ambient temperature, diluted with EtOAc, and washed successively with H20 (2X) and brine (lx). The organic layer was dried over MgSO4, filtered,and concentrated in vacuo. The residue was purified by silica gel column chromatography using a step gradient of 0-10-60% EtOAc/Hexanes as eluent. MS (M+H): 261.

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 1138444-17-3, 6-Bromo-2-chloro-3-iodopyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda, L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/123793; (2014); A1;,
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. 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol. A new synthetic method of this compound is introduced below., Recommanded Product: Imidazo[1,2-a]pyridin-7-ol

To a solution of intermediate 1 (500 mg, 1 .54 mmol, 1 .0 eq) and Imidazo[l,2-a]pyridin- 7-ol (248.6 mg, 1.85 mmol, 1.2 eq) in THF (20 mL) was added tributylphosphane (624.9 mg, 3.1 mmol, 2.0 eq) and (NE)-N-(piperidine-l-carbonylimino)piperidine-l- carboxamide (779 mg, 3.1 mmol, 2.0 eq) . The mixture was stirred at 15 C for 15 hrs. The solvent was removed. The residue was purified by flash column on silica gel (ISCO; 12 g SepaFlash Silica Flash Column, Eluent from 0% to 3% MeOH / DCM gradient 30 mL/min) and intermediate 78 (240 mg, 33.7% yield) was obtained as a light yellow solid.

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, 896139-85-8, Imidazo[1,2-a]pyridin-7-ol.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; LAWSON, Edward Charles; MEERPOEL, Lieven; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SUN, Weimei; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; (186 pag.)WO2018/65365; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 22918-01-0, Adding some certain compound to certain chemical reactions, such as: 22918-01-0, name is 2-Bromo-4-chloropyridine,molecular formula is C5H3BrClN, 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 22918-01-0.

Example 103a 2-Bromo-4-chloronicotinaldehyde 103a To a solution of 2-bromo-4-chloropyridine (1.6 g, 8.0 mmol) in anhydrous tetrahydrofuran (40 mL) cooled at -70 C. was added the solution of lithium diisopropyl-amide (5.0 mL, 10.0 mmol, 2.0 M) over a period of 5 minutes and stirred at -70 C. for another 1h. Anhydrous DMF (1.3 g) was introduced over a period of 3 minutes and the mixture was stirred for another 30 minutes. It was then quenched with saturated NH4Cl (30 mL) and extracted with ethyl acetate (20 mL*3). The combined organic layer was dried over anhydrous Mg2SO4, filtered, and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with petroleum ether/ethyl acetate (20:1) to afford 103a as a yellow solid (900 mg, 48%). 1H NMR (500 MHz, DMSO-d6) delta 10.21 (s, 1H), 8.52 (d, J=5.5 Hz, 1H), 7.79 (d, J=5.0 Hz, 1H).

According to the analysis of related databases, 22918-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1122-43-6, 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. 1122-43-6, name is 2,6-Dimethyl-3-hydroxypyridine. A new synthetic method of this compound is introduced below.

Compound 34C (50 mg, 0.14 mmol), potassium carbonate (39 mg, 0.28 mmol), and2,6-dimethylpyridin-3-ol (51 mg, 0.42 mmol) were stirred in DMF (2.5 mL). The reaction was purged with nitrogen, sealed in a vial, and then heated in a microwave reactor at 190C for eight minutes on high absorbance. The crude reaction mixture was concentrated in vacuo, redissolved in DCM, and washed with water. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude reaction mixture was purified using a silica gel cartridge with DCM/methanol (95/5) to provide compound 103 as an off white solid (60 mg, 96%). LCMS: 445.2 (MH’).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-43-6, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/55331; (2009); A2;,
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.62150-46-3, name is 4-Bromopicolinamide, molecular formula is C6H5BrN2O, molecular weight is 201.0207, as common compound, the synthetic route is as follows.category: pyridine-derivatives

third step:Add water to the 50 liter reactor, sodium hydroxide, stir to reduce the temperature to 0 , add bromine, drop the temperature to minus 10 degrees.Add the amide in batches and stir for one hour.Then heat to 80 degrees for one hour.The TCL was detected until the end of the reaction, and the temperature was lowered to room temperature and centrifuged to obtain a crude product which was crystallized from toluene to give a pure product of 1.5 kg.The ratio of each raw material in the third step of Example 1 and the reaction conditions of the third step and the purity and yield of the obtained product are shown in Table 2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62150-46-3, 4-Bromopicolinamide, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Tong Chuangyuan Pharmaceutical Technology Co., Ltd.; Shou Yuehan; (12 pag.)CN105153023; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1000025-07-9, Adding some certain compound to certain chemical reactions, such as: 1000025-07-9, name is Vadadustat,molecular formula is C14H11ClN2O4, 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 1000025-07-9.

Ethanol (1 5mL) and nicotinamide (0.2g) were charged in a RBF at 25±5C and the contents were heated to 60-65C and stirred for 30 min at 60-65C. Methyl ethyl ketone (15mL) and Vadadustat (0.5g) were charged into the reaction mass at 60-65C. The reaction mass was stirred for 30 minutes at 60- 65C. The mass was then slowly cooled to 25±5C and maintained under stirring at 25±5C for 16 hours. The reaction mass was cooled to 0-5C and stirred for 2-3 hours. The product obtained was filtered, washed with methyl ethyl ketone (2 mL) and dried under vacuum for 3 hours at 40C. The solid obtained was identified as 1 :1 co-crystal of Vadadustat Nicotinamide. Yield: 0.45 g.

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. 1000025-07-9, Vadadustat, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JETTI, Ramakoteswara Rao; PILLI, Narasimha Murty; PATHURI, Srinivasarao; GOLIVI, Ramamohana Rao; JAYACHANDRA, Sureshbabu; (36 pag.)WO2020/75199; (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. 14916-63-3, name is 6-Nitropyridin-2-amine, the common compound, a new synthetic route is introduced below. Formula: C5H5N3O2

Dichloromethane (10 ml) was added to a 50 ml reaction flask.2-Amino-6-nitropyridine (200 mg, 1.4 mmol) Starting material 1And 3-bromo-2-oxo-propionic acid ethyl ester (280 ml, 1.4 mmol),Magnetic stirring at room temperature for 1-2h,Concentrate under reduced pressure to remove the solvent,The residue is dissolved in 10 ml of ethanol (specifically anhydrous ethanol) and heated to reflux for 3 h.TLC detected the reaction was complete.After the reaction solution was naturally cooled to room temperature, it was concentrated under reduced pressure to remove the ethanol.The residue was washed with saturated sodium hydrogencarbonate solution, the aqueous layer was extracted with dichloromethane, the organic layer solution was dried over anhydrous sodium sulfate overnight, suction filtered and concentrated, and the residue was separated using silica gel column chromatography.Yellow solid, which is Intermediate 2.

The synthetic route of 14916-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; (9 pag.)CN107652308; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1802-20-6, 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 1802-20-6 as follows.

EXAMPLE 112 Bromine (2.3 mL, 44.6 mmol) was added dropwise to a suspension of the 6-aminonicotinic acid Compound 112a (5.08 g, 36.8 mmol) in water (20 mL) at 4 C. After the completion of the addition, the cooling bath was removed and the reaction mixture was stirred at room temperature for 4.5 h. Saturated Na2S2O5 was added slowly to the stirred mixture. The solid was collected through filtration, washed with water, and dried under vacuum overnight to give 9.30 g of 6-amino-5-bromonicotinic acid along with 3,5-dibromo-2-aminopyridine in 1:1 ration as a greenish solid; MS (ES) m/z: 217 (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,1802-20-6, its application will become more common.

Reference:
Patent; Kuo, Gee-Hong; Connolly, Peter J.; Prouty, Catherine; DeAngelis, Alan; Wang, Aihua; Jolliffe, Linda; Middleton, Steve; Emanuel, Stuart; US2003/60629; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235036-15-3, Adding some certain compound to certain chemical reactions, such as: 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate,molecular formula is C10H11BrClNO2, 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 1235036-15-3.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (5.92 g) in tetrahydrofuran (60 mL)and water (30 mL) was added the crude Example 1.20.1 (4.44 g), 1,3,5,7-tetramethyl-6-phenyl- 2,4,8-trioxa-6-phosphaadamante (1.5 g), tris(dibenzylideneacetone)dipalladium(0) (927 mg) and K3PO4(22 g). The mixture was stirred at reflux overnight, cooled, diluted with ethyl acetate (800 mL) and washed with water and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography, eluting with 20% ethyl acetate in heptane followed by 5% methanol in dichloromethane, to give the title compound. MS (ESI) m/e 531.1 (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. 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem