Day: May 18, 2021

Synthetic Route of 98027-84-0, 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.98027-84-0, name is 2,6-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, molecular weight is 273.8866, as common compound, the synthetic route is as follows.

2,6-Dichloro-4-iodo-pyridine (1 g, 3.65 mmol), N-[4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-2-pyridyl]acetamide (1 .2 g, 4.58 mmol), PdCI2(PPh3)2 (128 mg, 0.18 mmol) and K2CO3 (1 .51 g, 10.95 mmol) were taken up in 1 ,4- dioxane:H2O:EtOH (6:3:1 , 15 ml) and nitrogen was bubbled through the mixture for 5 min before being heated to 80 C for 2 h. When cooled to rt water (10 ml), brine (10 ml) and EtOAc (25 ml) were added, the mixture stirred vigorously for 5 min and the organic layer was separated. The aqueous layer was extracted with EtOAc (3 x 20 ml) and the combined organics were washed with brine, dried over Na2SO4, filtered andconcentrated. Recrystallization from MeCN gave the product as a solid (760 mg, 74%). MS ES+ m/z 282 [M+H]+.

Statistics shows that 98027-84-0 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloro-4-iodopyridine.

Reference:
Patent; SPRINT BIOSCIENCE AB; LINDSTROeM, Johan; FORSBLOM, Rickard; GINMAN, Tobias; RAHM, Fredrik; VIKLUND, Jenny; (89 pag.)WO2019/38387; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 147149-98-2, 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 147149-98-2, name is 4-Amino-2-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

4) Methyl 2-methyl-2-[3-(2-trifluoromethylpyridin-4-yl)ureido]propionate 65.6 3.8 ml of a solution of phosgene in toluene (20%) were initially charged under argon. At 75 C., 0.58 g of compound 65.5 dissolved in 20 ml of dry acetonitrile was slowly added dropwise; the mixture was then stirred at 80 C. for 4 h. The mixture was repeatedly concentrated with toluene under reduced pressure. The residue was dissolved in 20 ml of dry tetrahydrofuran and admixed with 0.55 g of methyl amino-isobutyrate hydrochloride. 0.76 ml of triethylamine was slowly added dropwise to this mixture which was then stirred at room temperature for 4 h and then left to stand overnight. The reaction mixture was admixed with water and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel with 95/5 dichloromethane/methanol. The urea 65.6 was obtained in 59% yield. Molecular weight 305.09 (C12H14F3N3O3); retention time Rt=1.66 min. [B]; MS (ESI): 306.44 (MH+).

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 147149-98-2, 4-Amino-2-(trifluoromethyl)pyridine.

Reference:
Patent; SANOFI-AVENTIS; US2009/215728; (2009); 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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. A new synthetic method of this compound is introduced below., Formula: C5H2Br2N2O2

tert-Butyl 4-[(5-bromo-3-nitropyridin-2-yl)amino]piperidine-1-carboxylate. 2,5-Dibromo-3-nitropyridine (0.200 g, 0.71 mmol) was dissolved in DMSO (3 mL) and treated with 4-amino-1-boc-piperidine (0.428 g, 2.14 mmol.) The mixture was heated at 80 C. overnight and then diluted with ethyl acetate (30 mL.) The organic solution was washed with water (3*25 mL), saturated sodium bicarbonate (25 mL) and brine (25 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified by automated flash silica gel chromatography (ISCO Redi-Sep column) eluding with 0-100% ethyl acetate/hexane to yield the title compound. 0.229 g (80%). HPLC (method A): Rt=11.2 min. MS: [M+H-t-butyl]+=344.8.

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, 15862-37-0, 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; Wyeth; US2009/69319; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 108-99-6, 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 108-99-6 as follows.

10 g of catalyst B was taken into a cylindrical fixed bed reactor with an inner diameter of 25 mm, and the plunger pump was pumped into a solution of 3-methylpyridine in carbon tetrachloride. The mass ratio of 3- methylpyridine to carbon tetrachloride was 1: The weight hourly space velocity of 10,3-methylpyridine is 6h, the chlorine gas flow rate is 2L/min, and the 3-methylpyridine and chlorine gas are vaporized by the preheating tube and then passed into the fixed bed reactor. The fixed bed reactor is used. The temperature was 400 C, the reaction was carried out for 4 h, the reaction product was passed through a condenser, and 2987 g of the reaction product mixture was obtained in a receiving tank. The ammonia solution was added to adjust to neutrality, and the pear-shaped funnel was separated to obtain an organic phase. 30 g of anhydrous sulfuric acid was added to the organic phase. Magnesium is dehydrated, suction filtered, and then rotary evaporated to remove carbon tetrachloride to give a pale yellow liquid. After analysis and detection, the product is a mixture of 2-chloro-5-trichloromethylpyridine, 2,3-dichloro-5-trichloromethylpyridine and 2,3,6-trichloropyridine, respectively. 77%, 16%, 7%. It is indicated that it is difficult to remove trichloromethyl group under the reaction conditions in the absence of water

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-99-6, its application will become more common.

Reference:
Patent; Chongqing Zhong Bang Technology Co., Ltd.; Xue Yi; Li Xueyong; Mu Dengyou; Chen Honglong; Qian Yong; (7 pag.)CN109734657; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102830-75-1, 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 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

iNTERMEDIATE 16 (4S,5R)-5- 13 ,5-Bis(trifluoromethyl)phenyl] -3- 15-(5-chloro-2-methoxypyridin-3 -yl)-2-(methylthio?)pyrimidin-4-yl]methyH -4-methyl- 1,3 -oxazolidin-2-oneA dioxane (17.3 mL) solution of (4S,5R)-5- [3 ,5-bis(trifluoromethyl)phenyl] -4-methyl-3 – { [2- (methylsulfanyl)-5-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)pyrimidin-4-yl]methyl} -1,3 – oxazolidin-2-one (II?1TERMEDIATE 21, 2.0 g, 3.46 mmol), 3-bromo-5-chloro-2- methoxypyridine (0.925 g, 4.16 mmol) and 2M potassium phosphate tribasic (3.5 mL, 7.00mmol) in a microwave vial was evacuated and charged three times with nitrogen. Then Pd(Ph3P)4 (0.400 g, 0.346 mmol) was added and the reaction vial was capped. The reaction was stirred for 10 minutes at 170C in a microwave reactor. LCMS showed complete conversion to the product. The reaction was diluted with acetonitrile (5 mL) and filtered through a 2g plug of RP C18 silica, rinsing with 10 mL acetonitrile. The filtrate was concentrated and the crude waspurified by silica gel chromatography, eluting with a gradient of 0-50% ethyl acetate/hexanes to give the title compound as a pale yellow foam. LCMS (M+H)*: 593.3

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 102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACTON, John, J., III; YE, Feng; VACHAL, Petr; SHA, Deyou; DROPINSKI, James, F.; CHU, Lin; ONDEYKA, Debra; KIM, Alexander, J.; COLANDREA, Vincent, J.; ZANG, Yi; ZHANG, Fengqi; DONG, Guizhen; WO2013/165854; (2013); 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. 183610-70-0, name is 2-Amino-3-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, 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. Recommanded Product: 2-Amino-3-(trifluoromethyl)pyridine

A mixture of 3-(trifluoromethyl)pyridin-2-amine (3.00 g, 18.5 mmol), 1- bromobutan-2-one (3.76 g, 24.9 mmol), sodium hydrogencarbonate (3.11 g, 37.0 mmol) and sodium iodide (0.832 g, 5.55 mmol) in ethanol (37 mL) was refluxed overnight. The ethanol was removed in vacuo and the resulting material was treated with water and extracted with ethyl acetate. The combined organics were dried over MgSO4 and concentrated. The product was chromatographed using a 0:100 to 50:50 E:H gradient to afford the title compound as a white solid (2.92, 74%). MS (ES) m/z 215.1

With the rapid development of chemical substances, we look forward to future research findings about 183610-70-0.

Reference:
Patent; WYETH; WO2009/86123; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 155377-05-2, 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 155377-05-2 as follows.

The biuret (13 g, 126.3 mmol) was dissolved in 300 mL of ethylene glycol dimethyl ether, sodium hydride (42 g, 1053 mmol) was added portionwise, and stirred at 50 C for 1 h. Methyl 6-(trifluoromethyl)-picolinate (21.6 g, 105.3 mmol) was added and the mixture was heated at 85 C for 16 h. The reaction solution was poured into water, the pH was adjusted with concentrated hydrochloric acid, filtered, and then filtered to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,155377-05-2, its application will become more common.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Zhang Jin; Chen Cheng; Xu Chenglong; Wang Cheng; (44 pag.)CN110054614; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67515-76-8, Methyl 5-aminopicolinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

N-Bromosuccinimide (468 mg, 2.63 mmol) was added portion-wise to a 50 o solution of methyl 5-aminopyridine-2-carboxylate (400 mg, 2.6 mmol) in acetonitrile (15 mL), and the reaction mixture was heated at 50 00 overnight. Crude reaction mixtures from six additional small-scale reactions of this transformation were added (total starting material quantity: 760 mg, 5.0 mmol), and the resulting mixture was concentrated invacuo, then purified via silica gel chromatography (Gradient: 2% to 66% ethyl acetate in petroleum ether), providing the product as a red solid. Yield: 150 mg, 0.65 mmol, 13%. 1H NMR (400 MHz, CDCI3) oe 8.23 (5, 1H), 8.16 (5, 1H), 4.61 (brs, 2H), 3.97 (5, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67515-76-8, Methyl 5-aminopicolinate, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; DAVOREN, Jennifer Elizabeth; GARNSEY, Michelle Renee; ZHANG, Lei; O’NEIL, Steven Victor; (174 pag.)WO2016/9297; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 630120-99-9, 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. 630120-99-9, name is 5-(Benzyloxy)-2-bromopyridine. A new synthetic method of this compound is introduced below.

1-(5-Benzyloxy-pyridin-2-yl)-ethanone A mixture of 5-benzyloxy-2-bromo-pyridine (1.0 g), N-methoxy-N-methyl-acetamide (780 mg) and THF (20 mL) under argon at -60 C. was added n-BuLi (2.6 M in toluene, 2.9 mL). After 1 hour the cooling bath was removed. After reaching room temperature the mixture was quenched by addition of saturated NH4Cl-solution. The mixture was distributed between EA and brine. The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography (silica gel, heptane to EA/heptane 3:7) to provide the subtitle compound. MS ESI+: m/z=228 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,630120-99-9, 5-(Benzyloxy)-2-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; US2014/99333; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58584-92-2, 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. 58584-92-2, name is 2-Amino-6-chloronicotinic acid. A new synthetic method of this compound is introduced below.

To a solution of 2-amino-6-chloronicotinic acid (1.0 g, 5.79 mmol), HOBT (932 mg, 6.95 mmol) and EDCI (2.22 g, 11.6 mmol) in 15 mL of DMF was added triethylamine (5.86 g, 57.9mmol) and NH4C1 (1.55 g, 28.9 mmol). Then the mixture was stirred at room temperature for 16 h. The solution was concentrated in vacuo to remove DMF and the residue was suspended in saturated NaHCO3. Finally the 2-amino-6-chloronicotinamide (800 mg, yield: 81%) was obtained by filtration without further purification. ?H-NMR (DMSO-d6, 400 MHz) 7.95 (d, J = 8.4 Hz, 1H), 7.62 (s, 2H), 7.39 (s, 2H), 6.59 (d, J = 8.4 Hz, 1H). MS (M+H): 172 / 174.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58584-92-2, 2-Amino-6-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem