Tag: M.W:200-300

Synthetic Route of 1440519-73-2, 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.1440519-73-2, name is 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one, molecular formula is C15H13ClN2O2, molecular weight is 288.7289, as common compound, the synthetic route is as follows.

To a solution of 2-chloro-6-(4-methoxy-benzyl)-6,7-dihydro-pyrrolo [3 ,4-b]pyridin-5-one (5.8 g, 20.0 mmol) in THF (50 mL) was added sodium hydride (60% in mineral oil, 1.7 g, 42.0 mmol) at room temperature. The resulting reaction mixture was stuffed for 30 mmbefore iodomethane (6.0 g, 42.0 mmol) was added. After stirring at room temperature overnight, the mixture was quenched with water and extracted with EtOAc. The organic layer was then washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give the crude product which was then purified by flash column chromatography (silica gel 20 g, 5% to 20% ethyl acetate in DCM). The title compound was obtained (3.8 g, 57%) as a white solid. MS: 316.2 (M+Hj.

Statistics shows that 1440519-73-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LI, Dongbo; LIU, Yongfu; MAERKI, Hans P.; MARTIN, Rainer E.; MAYWEG, Alexander V.; TAN, Xuefei; WANG, Lisha; WU, Jun; ZHOU, Mingwei; WO2014/191336; (2014); A1;,
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Related Products of 670253-37-9 ,Some common heterocyclic compound, 670253-37-9, molecular formula is C5H4ClIN2, 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.

In a one-neck round bottom flask, 90.7 g (357.1 mmol) of a 1F compound was added to 500 ml of NMP, and 21.4 g (182.1 mmol) of Zetan(CN)2 was added, followed by rapid addition of 41 g (35.7 mmol) of Pd(PPh3)4, 135 C reaction for 5h. The reaction was completed to give a brown oily liquid. The mixture was slowly poured into 3 L of ice water under stirring, and a large amount of a tan solid was precipitated, which was filtered, washed with water and dried to give Compound 1G

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,670253-37-9, its application will become more common.

Reference:
Patent; Chengdu Huajian Pending Technology Co., Ltd.; Zhang Lei; (14 pag.)CN109928968; (2019); A;,
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. 62150-47-4, name is Ethyl 4-bromopicolinate, molecular formula is C8H8BrNO2, 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. COA of Formula: C8H8BrNO2

At a temperature of less than 40 C,Dissolve 1300 g of Cpd 2 in 7 L of ethanol.Add 400g of sodium borohydride in batches,Stir at room temperature overnight;2N hydrochloric acid was added dropwise at a temperature of less than 20 C to adjust the pH to weakly alkaline,Rotate most of the ethanol,add water,Adjusted to strong alkaline with potassium carbonate,Extracted with ethyl acetate (EA),Wash the product to the aqueous phase with 1N hydrochloric acid.Extracted with EA,The aqueous phase is added with potassium carbonate to adjust to strong alkalinity,EA extraction, sodium chloride washing,Dry over anhydrous sodium sulfate and spin dry.Through the column, 4-bromopyridine-2-methanol (Cpd 3) 650 g was obtained. The yield was 62%.

With the rapid development of chemical substances, we look forward to future research findings about 62150-47-4.

Reference:
Patent; Tianjin Quan He Cheng Science And Technology Co., Ltd.; Song Yanmin; Wan Jiaqiang; Li Weide; (11 pag.)CN108516953; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1083057-12-8, 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 1083057-12-8, name is tert-Butyl 3-(3-methylpyridin-2-yl)benzoate. This compound has unique chemical properties. The synthetic route is as follows.

tert-Butyl-3-(3-methylpyridin-2-yl)benzoate (1 .0 eq) was dissolved in EtOAc (6 vol).Water (0. 3 vol) was added, followed by urea-hydrogen peroxide (3 eq). Phthalic anhydride (3eq) was then added portionwise to the mixture as a solid at a rate to maintain the temperature inthe reactor below 45 “C. After completion of the phthalic anhydride addition, the mixture washeated to 45 oc After stirring for an additional 4 hours, the heat was turned off. 10% w/waqueous Na2S03 (1.5 eq) was added via addition funnel. After completion ofNa2S03 addition,the mixture was stirred for an additional 30 min and the layers separated. The organic layer wasstirred and 10% vtlwt aqueous. Na2C03 (2 eq) was added. After stirring for 30 minutes, thelayers were allowed to separate. The organic phase was washed 13% w/v aq NaCl. The organicphase was then filtered and concentrated to afford crude 2-(3-(tert-butoxycarbonyl)phenyl)-3-methylpyridine-1-oxide (95%) that was used directly in the next step.

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 1083057-12-8, tert-Butyl 3-(3-methylpyridin-2-yl)benzoate.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; VAN GOOR, Fredrick, F.; WO2013/185112; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide, blongs to pyridine-derivatives compound. Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide

Step 2: Synthesis of N-(6-chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamideTo a solution of N-(6-chloropyridin-2-yl)-2,2-dimethylpropionamide (20 g, 94 mmol) in dry THF (500 mL) at -78 C, 1.3 M t-BuLi in hexane (220 mL, 282 mmol) is added dropwise. The reaction mixture is stirred for 30 min and a solution of iodine (29 g, 114 mmol) in dry THF is added. The reaction mixture is stirred for 3 h at -78 C then is warmed to ambient temperature and stirred for another 1 h. The reaction mixture is quenched with IN HC1 and is extracted with ethyl acetate (2 x 250 mL). The organic layers are separated and washed with Na2S203 solution and saturated NaHC03 solution, respectively. The combined organic layers are dried (Na2S04) and evaporated under reduced pressure. The crude residue is purified by flash column chromatography using 20% EtO Ac/petroleum ether to afford the title compound as a pale yellow solid (15 g, 49%).

The synthetic route of 86847-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 893444-21-8, 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 893444-21-8, name is 3-Nitro-6-(trifluoromethyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a solution of 3-nitro-6-(trifLuoromethyl)pyridin-2-amine (838mg, 4.05mmol) in methanol (30mL) was added 10% palladium on carbon (400mg). The mixture was hydrogenated on a Parr shaker at 40 psi for 90 min. The catalyst was filtered and the solvent was evaporated to give 6~(trifluoromethyl)pyridine-2,3-diamine as a yellow solid. LC-MS (M+H) = 178

According to the analysis of related databases, 893444-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SPERBECK, Donald, M.; DEVITA, Robert, J.; BALKOVEC, James, M.; GREENLEE, Mark, L.; WU, Zhicai; YU, Yang; VACHAL, Petr; ZHOU, Gang; WU, Heping; KUANG, Rongze; TING, Pauline; ASLANIAN, Robert; WO2012/64569; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65147-89-9, 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. 65147-89-9, name is 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine. A new synthetic method of this compound is introduced below.

Example 238 Under an argon stream, a mixture of 6-bromo-2-phenyl-1H-imidazo[4,5-b]pyridine (Compound of Reference Example 3) (90 mg), 2- (tributylstanyl) furan (305 mg), dichlorobis(triphenylphosphine)palladium(II) (23 mg) and N,N-dimethyl formamide (4 ml) was stirred at 80C for 24 hours.. The reaction mixture was poured into water and extracted with ethyl acetate – tetrahydrofuran (3: 1, v/v).. The organic layer was washed with water and dried over MgSO4, and the solvent was distilled off under reduced pressure.. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate – chloroform – hexane (1: 1: 4, v/v) were concentrated under reduced pressure.. The resulting crystals were collected by filtration to obtain 6-(2-furyl)-2-phenyl-1H-imidazo[4,5-b]pyridine (49 mg, 57 %). HPLC (220 nm) Purity 100 % (Retention time 2.66 minutes) MS (APCI+, m/e) 262 (M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65147-89-9, 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460067; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,molecular formula is C5H4Br2N2, 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 84539-34-4.

To a cooled (0 C) solution of 4-amino-3,5-dibromopyridine 12 (2.0 g, 7.94 mmol, 1.0 equiv) in 48% HBF4 aq (30 mL) was added dropwise NaNO2 (5.4 g, 79.4 mmol, 10 equiv) in water (16 mL) ensuring that no gas evolution could be detected. The resultant slurry was stirred at 0 C for 30 min. The reaction mixture was filtered to afford a white solid. The solid was quickly transferred portionwise to a stirred solution of KI (2.1 g, 12.7 mmol, 1.6 equiv) in 25 mL of acetone/H2O (2/3). The resultant brown slurry was decolorized with saturated Na2S2O3 and carefully neutralized with NaHCO3. The solution was then extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification by silica gel column chromatography (hexane/EtOAc = 10/1) yielded 5 (1.59 g, 4.38 mmol, 55%) as a colorless solid; Rf 0.61 (hexane/EtOAc = 5/1); mp 186-190 C; IR (KBr, cm-1) 1858, 1808, 1634, 1547, 1522, 1496, 1404, 1389, 1205, 1175, 1096, 1020, 883, 756, 687, 517, 422; 1H NMR (300 MHz, CDCl3) delta 8.56 (2H, s, H2/6); 1H NMR (300 MHz, DMSO-d6) delta 8.65 (2H, s, H2/6); 13C NMR (CDCl3, 75 MHz) delta 148.4, 129.9, 120.3; 13C NMR (75 MHz, DMSO-d6) delta 148.3, 129.4, 122.1; EI-MS (m/z) Calcd for C5H2Br2IN [M]+ 360.76. Found 360.75; EI-HRMS (m/z) Calcd for C5H2Br2IN [M]+ 360.7599. Found 360.7589.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Murakami, Yuko; Yanuma, Hiroto; Usuki, Toyonobu; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1557 – 1563;,
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 24207-22-5, name is 2-Bromo-3-methoxy-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 24207-22-5

To a solution of 2-bromo-3-methoxy-6-methylpyridine (2c) (310 g, 1.53 mol) in 6000 mL of water at 60 C was added KMnO, (725 g, 4.59 mol) in small portions over a 90 min period with vigorous mechanical stirring. A dark purple solution resulted. This solution was kept at 90 C for a further 3 h and filtered through Celite while still hot to give a colourless filtrate. After cooling, the aqueous solution was acidified to pH 1-2 by adding 6 N HCI. The white solid obtained was collected by filtration to give on drying 6-bromo-5-methoxy-2- pyridinecarboxylic acid (2d) (302g, 85%) of product, which was used as such in the next reaction without further purification. An analytical sample was obtained by recrystallization from methanol to give 6-bromo-5-methoxy-2-pyridinecarboxylic acid; 1H NMR (300 MHz, DMSO-tfe) delta 7.40 – 7.28 (m, 1H), 7.17 (d, J = 8.3 Hz, 1 H), 3.83 (d, J = 1.7 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 24207-22-5.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KAMATH, Vivekanand P.; GOWAN, Walter; (222 pag.)WO2016/29214; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1018505-59-3 ,Some common heterocyclic compound, 1018505-59-3, molecular formula is C11H18N4, 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.

4-(2-Dimethylcarbonyl-2-carbonyl-ethylamino)-2-pyrimidinecarboxylic acid (1.26 g, 1.2 eq),5-(4-Ethyl-piperazin-1-yl)-piperidin-2-amino (0.81 g, 1 eq)And triethylamine (500 muL) in DMF (15 mL),Then HBTU (1.51 g, 1.5 eq) was added. The mixture was stirred at room temperature for 16 hours.Then with EtOAc (50 mL)And saturated NaHCO3 solution(15 mL), the layers were separated and EtOAc EtOAcThe combined organic layers were dried (MgSO4), filtered and evaporated.The residue was purified by column chromatography.1.04 g of the title compound 6 was obtained as a white solid(yield: 47%),Its nuclear magnetic resonance spectrum data is as follows:

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. 1018505-59-3, 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangxi Runze Pharmaceutical Co., Ltd.; Liao Niansheng; Hu Xiande; Zhou Liming; Sui Guilan; (22 pag.)CN109568256; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem