Tag: M.W:200-300

Related Products of 75806-86-9, 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 75806-86-9 as follows.

Example 3: General procedure A: Synthesis of 5-chloro-3-nitro-2-aryloxy- pyridines and 5-chloro-3-nitro-2-arylsulfanyl-pyridines; [00383] A mixture of the appropriate hydroxyaryl or thioaryl (1.3 equiv), 2- bromo-5-chloro-3-nitro-pyridine (1 equiv) and K2CO3 (1.5 equiv) in DMF was heated at 80 C overnight. The resulting mixture was cooled to room temperature, and diluted with water and CH2CI2. The biphasic mixture was separated and the aqueous portion was extracted with CH2CI2. The combined extracts were washed with saturated aqueous NaHCO3, brine and dried (Na2SO4). It was then filtered and filtrate was concentrated under reduced EPO pressure and the product was purified by flash column chromatography on silica gel to provide desired product.; Example 4: 5-Chloro-3-nitro-2-phenoxy-pyridine; [00384] This compound was prepared according to the general procedure described above using 2-bromo-5-chloro-3-nitro-pyridine (500 mg, 2.11 mmol), phenol (258 mg, 2.75 mmol), K2CO3 (437 mg, 3.16 mmol) and DMF (2 mL). MS m/z : 250.4 (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,75806-86-9, its application will become more common.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); 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. 626-05-1, name is 2,6-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H3Br2N

A mixture of 2,6-dibromopyridine (4.83 g, 20.4 mmol), NaI (4.00 g, 26.7 mmol, 1.3 equiv.), and 57% HI (15 mL, 0.20 mol, 9.8 equiv.) in H2O was stirred at 140 C in a sealed tube suitable for high-pressure reactions (Note 1) for ca. 12 h (Note 2). The resulting yellow slurry was allowed to cool to rt after which the contents of the reaction vessel were poured into crushed ice (re-melted using a heat gun if necessary). Using concentrated aqueous NaOH, the pH was adjusted to neutral and the mixture was extracted with Et2O (3 x 200 mL). The combined organic extracts were washed with saturated aqueous NaHCO3 (50 mL) and saturated aqueous NaS2O3 (50 mL), dried with Na2SO4, filtered, and concentrated in vacuum. Purification using dry column vacuum chromatography (0-10% EtOAc / heptanes, 1% increments, 100 mL fractions) followed by recrystallization from boiling heptanes gave 12 (3.33 g, 20.4 mmol, 49%) as colorless thread thin needles.

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, 626-05-1, 2,6-Dibromopyridine.

Reference:
Article; Broman, S¡ãren Lindbaek; Andersen, Cecilie Lindholm; Jevric, Martyn; Tortzen, Christian Gregers; Hammerich, Ole; Nielsen, Mogens Br¡ãndsted; Tetrahedron; vol. 72; 39; (2016); p. 5831 – 5842;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-17-7, 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 5470-17-7 as follows.

A mixture of 3-bromo-2-chloro-5-nitropyridine (2.37 g, 10.0 mmol) and 2,4-difluoroaniline (2.58 g, 20.0 mmol) in dimethyl sulfoxide (20 mL) was heated at 100 C for 2 hours. After cooling, the reaction mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on (silica gel, 5% ethyl acetate in heptanes) to provide the title compound (1.75 g, 53.0%). 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.84 (d, J = 2.4 Hz, 1H), 8.61 (d, J = 2.4 Hz, 1H), 7.52 – 7.41 (m, 1H), 7.38 – 7.28 (m, 1H), 7.15 – 7.05 (m, 1H). MS (ESI-) m/z 328.0, 330.0 (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,5470-17-7, its application will become more common.

Reference:
Article; Fidanze, Steven D.; Liu, Dachun; Mantei, Robert A.; Hasvold, Lisa A.; Pratt, John K.; Sheppard, George S.; Wang, Le; Holms, James H.; Dai, Yujia; Aguirre, Ana; Bogdan, Andrew; Dietrich, Justin D.; Marjanovic, Jasmina; Park, Chang H.; Hutchins, Charles W.; Lin, Xiaoyu; Bui, Mai H.; Huang, Xiaoli; Wilcox, Denise; Li, Leiming; Wang, Rongqi; Kovar, Peter; Magoc, Terrance J.; Rajaraman, Ganesh; Albert, Daniel H.; Shen, Yu; Kati, Warren M.; McDaniel, Keith F.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1804 – 1810;,
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Pyridine | C5H5N – PubChem

Electric Literature of 38222-83-2, Adding some certain compound to certain chemical reactions, such as: 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine,molecular formula is C14H23N, 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 38222-83-2.

4-Bromomethyl-2,6-di-t-butylpyridine (Compound A3) To a mixture of 2,6-di-t-butyl-4-methylpyridine (Aldrich, 2.0 g, 9.73 mmol) in 25 ml of dry CCl4 was added benzoyl peroxide (24 mg, 0.097 mmol) and NBS (1.9 g, 10.7 mmol). The reaction mixture was refluxed for 16 hours. After it cooled to room temperature, the solvent was removed in vacuo and the residue was purified by column chromatography (silica gel, hexane) to give an oil (1.957 g) which contained 82% of the desired product and 18% of the starting material. 1 H NMR delta 7.09 (s, 2H), 4.39 (s, 2H), 1.35 (s, 18H).

According to the analysis of related databases, 38222-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US5965606; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88511-27-7, 4-Amino-3-iodopyridine, 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, Safety of 4-Amino-3-iodopyridine, blongs to pyridine-derivatives compound. Safety of 4-Amino-3-iodopyridine

Example 3; 8-Eth l-6,7,8,9-tetrahydro-5H-pyrido[4,3-b]indoleSi(OEt) (284 mg, 1 .36 mmol) was added to a solution of 4-amino-3-iodopyridine (300 mg, 1 .36 mmol), 4-ethylcyclohexanone (344 mg, 2.72 mmol) and PPTS (68 mg, 0.27 mmol) in pyridine (3 ml). The mixture was flushed with N2 and heated at 160C under microwave for 45 min. Pd(PPh3) (78 mg, 0.068 mmol) and dicyclohexylmethylamine (319 mg, 1 .63 mmol) were added to the reaction mixture. The mixture was flushed with N2, then heated at 170C under microwave for 2 hours. The reaction mixture was cooled and partitioned between H2O and EtOAc. The organic phase was washed with brine, dried over Na2SO4 and concentrated. The residue was subjected to chromatography (silica gel treated with Et3N in DCM, eluting with MeOH in DCM) to afford 220 mg of impure product, which was purified again with HPLC (Ci8, eluting with 10-100% CH3CN in H2O with 0.1 % TFA). 142 mg of gel was obtained from pure fractions. The gel was treated with MeOH and concentrated to give the title compound as a white crystalline solid (142 mg, TFA salt, 33%, hygroscopic).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88511-27-7, 4-Amino-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; GROSS, Alexandre; LI, Ronghua; MAJID, Tahir Nadeem; MOORCROFT, Neil David; YU, Kin T.; ZILBERSTEIN, Asher; WO2011/84439; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39856-50-3, 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 39856-50-3, name is 5-Bromo-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Into a solution of 5-bromo-2-nitropyridine (30 g, 148 mmol) in DMSO (1 L) were added K2CO3 (40 g, 296 mmol) and teri-butyl piperazine-l-carboxylate (28g, 148 mmol). The mixture was stirred at 65 degree for overnight. After cooling down, it was poured into water (2 L). The solid precipitated was collected and dried under vacuum. It was then further purified by flash column eluting with 20:1 petroleum ether/ethyl acetate and then with methylene chloride to give 188a as a yellow solid (17 g, 37%). MS: [M+H]+ 309.

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 39856-50-3, 5-Bromo-2-nitropyridine.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59786-31-1, 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. 59786-31-1, name is Methyl 3-bromoisonicotinate, molecular formula is C7H6BrNO2, 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.

Compound 43a. To a solution of ethyl 3-bromoisonicotinate (0.4 g, 1.85 mmol, 1.0 equiv) in toluene (20 mL) was added 2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.58 g, 2.77 mmol, 1.5 equiv), K2CO3 (0.51 g, 3.78 mmol, 2.0 equiv) and resulting reaction mixture purged with N2 gas for 10 min. followed by the addition of Pd(PPh3)4 (0.065 g, 0.093 mmol. 0.05 equiv). The resulting reaction mixture was heated at 100 C. for overnight. Product formation was confirmed by LCMS. After the completion of reaction, the reaction mixture was filtered through Celite bed, washed with ethyl acetate (100 mL). Filtrate was concentrated under reduced pressure. The crude product obtained was purified by flash chromatography (0-10% ethyl acetate in hexane as an eluent) to obtain methyl 3-(cyclohex-1-en-1-yl)isonicotinate (0.170 g, 42.4%) as colorless oil. (0763) LCMS 218.2 [M+H]+ (0764) 1H NMR (400 MHz, DMSO-d6) delta 8.60 (d, J=5.3 Hz, 1H), 8.52 (s, 1H), 7.56 (d, J=5.3 Hz, 1H), 5.62 (br. s., 1H), 2.24-2.06 (m, 4H), 1.77-1.54 (m, 4H).

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 59786-31-1, Methyl 3-bromoisonicotinate.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0 ,Some common heterocyclic compound, 15862-37-0, molecular formula is C5H2Br2N2O2, 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 1: Methyl 4-(5-bromo-3-nitropyridin-2-yl)-3-fluorobenzoateTo a solution of (2-fluoro-4-(methoxycarbonyl)phenyl)boronic acid (0.5 00 g, 2.53mmol) and 2,5-dibromo-3-nitropyridine (0.7 12 g, 2.53 mmol) in THF (8.42 mL) wasadded aq. tripotassium phosphate (2M, 2.53 ml, 5.05 mmol). The reaction was degassedwith bubbling nitrogen, then PdC12(dppf)-CH2C12 adduct (0.124 g, 0.152 mmol) wasadded and the reaction was heated to 70 C for 2 h. The reaction was cooled, diluted withwater, and extracted 3 times with EtOAc. The combined organics were concentrated.The residue was purified via ISCO silica gel chromatography (40 g column; Hex/EtOAc;0 to 100%) to give methyl 4-(5-bromo-3-nitropyridin-2-yl)-3-fluorobenzoate (0.6 10 g,68%). ?H NMR (400MHz, CDC13) oe 9.01 (d, J2.1 Hz, 1H), 8.54 (d, J=2.1 Hz, 1H), 8.02(dd, J8.0, 1.5 Hz, 1H), 7.84-7.73 (m, 2H), 3.97 (s, 3H); LCMS (M+H) = 355.1; HPLC RT = 1.15 mm. Analytical HPLC Method 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-37-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); 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. 110651-92-8, name is 7-Chloro-6-nitrothieno[3,2-b]pyridine. A new synthetic method of this compound is introduced below., SDS of cas: 110651-92-8

A mixture of 1,4-dioxaspiro[4.5]decan-8-amine (from J&W PharmLab, 0.40 g, 2.5 mmol), 7-chloro-6-nitrothieno[3,2-b]pyridine (0.29 g, 1.4 mmol) and triethylamine (0.38 mL, 2.7 mmol) in isopropyl alcohol (4.4 mL) was stirred at 90 C. for 2 h. The mixture was concentrated to give the desired product to be used in the next step directly. LCMS calculated for C15H18N3O4S (M+H)+: m/z=336.1. Found: 336.0.

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, 110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); 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.72587-15-6, name is 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF3N2O2, molecular weight is 226.54, as common compound, the synthetic route is as follows.COA of Formula: C6H2ClF3N2O2

2-Chloro-3-nitro-5-trifluoromethylpyridine (4.25 g, 18.8 mmol) was cooled to00C and diluted with ethyl 4-bromozincbutanoate (45 ml, 22.5 mmol, 0.5M in THF) under an atmosphere of nitrogen. PEPPSI-IPr (637 mg, 0.94 mmol) was added and the reaction was stirred at room temperature for 20 hours. The reaction was concentrated by evaporation and the dark residue was diluted with NH4Cl (20 ml, sat aq) and water (40 ml). Resulting suspension was extracted with EtOAC (4*25 ml) and combined organics were dried over MgSO4 and evaporated. The product was purified by flash chromatography using Pet. Ether/EtOAc (2/1) as eluent to give 850 mg (15 %) of ethyl 4-(3-nitro-5-(trifluoromethyl)pyridin-2-yl)butanoate as a brown oily mass.1H NMR (CDCl3): delta 9.01 (s, IH), 8.46 (s, IH), 4.13 (m, 3H), 3.22 (t, 2H, J= 7 Hz), 2.42 (t, 2H, J= 7Hz), 2.17 (m, 2H), 1.22 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-15-6, 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Respiratorius AB; WO2009/7418; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem