Tag: M.W:100-200

Reference of 2369-19-9, Adding some certain compound to certain chemical reactions, such as: 2369-19-9, name is 2-Fluoro-5-methylpyridine,molecular formula is C6H6FN, 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 2369-19-9.

(a) 26.5 mL of n-butyllithium (1.57 mol/L hexane solution) was dropwise added at -78C to a solution having 4.02 g (39.8 mmol) of diisopropylamine dissolved in 70 mL of tetrahydrofuran, followed by stirring for 30 minutes. To this solution, a solution having 4.42 g (39.8 mmol) of 2-fluoro-5-methylpyridine dissolved in 18 mL of tetrahydrofuran was added, followed by stirring for 4 hours. Then, a solution having 10.1 g (39.8 mmol) of iodine dissolved in 27 mL of tetrahydrofuran was added, followed by stirring for 2 hours. 16 mL of water and 120 mL of an aqueous sodium thiosulfate solution were added, and extraction with ethyl ether was carried out. Then, the organic layer was dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain 3.15 g (yield: 33%) of 2-fluoro-3-iodo-5-methylpyridine.1H-NMR(CDCl3, 400 MHz) : delta (ppm) = 2.27(s, 3H), 7.95(m, 2H)

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. 2369-19-9, 2-Fluoro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1559320; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 628691-93-0, Adding some certain compound to certain chemical reactions, such as: 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid,molecular formula is C6H3ClFNO2, 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 628691-93-0.

In a 500 mL one necked round bottom flask 2-chloro-3-fluoroisonicotinic acid (25.0 g, 142 mmol) was dissolved in thionyl chloride (300 mL). DMF (1 mL) was added to the solution and the mixture was heated to reflux for 2 hours. The solution was concentrated in vacuo resulting in a pale yellow oil. The oil was added to CH2C12 (130 mL) and cooled to 0C. MeOH (18.3 g, 570 mmol) was added drop wise to the solution. After addition the solution was allowed to warm to room temperature and stirred for 16 hours. The solution was cooled to 0C and saturated NaHC03 was added. The pH went to about 7. The organic layer was washed with water (2 X 100 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to give methyl 2-chloro-3-fluoro-pyridine-4-carboxylate (24.8 g) as a pale brown solid. In a 500 mL one necked round bottom flask, to a solution of methyl 2-chloro-3-fluoro-pyridine- 4-carboxylate (24.8 g, 131 mmol) in DMF (250 mL) was added potassium vinyltrifluoroborate (26.3 g, 196 mmol), potassium carbonate (21.7 g, 157 mmol) and (0687) tetrakis(triphenylphosphine)palladium(0) (9.07 g, 7.85 mmol). The mixture was stirred at reflux for 16 hours. The reaction mixture was filtered and the filtrate was dissolved in CH2C12 (100 mL) and washed with water (3 X 200 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated to give the crude product. This crude was combined with a second identical batch and purified on silica gel (EtO Ac/petroleum ether 0% – 20%) resulting in methyl 3-fluoro- 2-vinyl-pyridine-4-carboxylate (16 g) as a brown oil.

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. 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 184416-84-0, 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 184416-84-0, name is 2,3-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(2,3-Dichloropyridin-4-yl)methanol (0355) A mixture of 2,3-dichloroisonicotinic acid (19.2 g, 10 mmol) in BH3/THF (1 M, 300 mL) was stirred at 60 C. for 3 h. After cooling to RT, MeOH (100 mL) was slowly added, then the reaction mixture was concentrated and diluted with H2O (100 mL) and extracted with EtOAc (200 mL×3). The organic layer was separated and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give the crude title compound (15.4 g, yield 87%) as a yellow solid which was used directly without further purification. (0356) MS (ES+) C6H5Cl2NO requires: 177, found: 178 [M+H]+.

According to the analysis of related databases, 184416-84-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Board of Regents, The University of Texas System; JONES, Philip; CZAKO, Barbara; CROSS, Jason; LEONARD, Paul; MSEEH, Faika; PARKER, Connor Austin; (136 pag.)US2017/342078; (2017); 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. 10167-97-2, name is 2-Amino-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 10167-97-2

(a) 2-Amino-5-methoxypyridine (14.8 g, prepared by the method of J.G. Lombardino, J. Med. Chem. , 1981, 24 , 39) was dissolved in 60% hydrobromic acid (150 ml) and to the cooled (-10) stirred solution bromine (47.47 g) was added dropwise. To the resulting yellow suspension was added, dropwise, sodium nitrite (20.53 g) in water (40 ml), keeping the temperature below -5. The mixture was stirred to room temperature, and after 0.5 hour cooled to 0, and a solution of sodium hydroxide (120 g) in water (100 ml) was slowly added. The mixture was thoroughly extracted with ether, the combined ether extracts dried with anhydrous sodium sulphate, and evaporated. The residue was chromatographed on silica gel (150 g). Elution with dichloromethane gave a yellow oil (14.1 g, 63%) which was combined with a smaller batch (3.4 g) and distilled under reduced pressure to give 2-bromo-5-methoxypyridine (16.4 g). b.p. 76-78/0.6 torr.

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, 10167-97-2, 2-Amino-5-methoxypyridine.

Reference:
Patent; SMITH KLINE & FRENCH LABORATORIES, LIMITED; EP188351; (1991); B1;,
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. 139585-48-1, name is 2-Chloro-5-methoxypyridine, molecular formula is C6H6ClNO, 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. HPLC of Formula: C6H6ClNO

A 50 mL solution of 7-[(5-methoxypyridin-2-yl)acetyl]-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane (2-1c, 1.30 g, 2.50 mmol) in de-oxygenated dioxane (nitrogen stream for 15 minutes) was prepared. A 2M solution of aqueous Na2CO3 solution (30 mL) was made and deoxygenated with a stream of nitrogen for 15 minutes. The above pinacolborate solution (2 mL, 0.1 mmol) was added to a plate of 24 vials containing the appropriate heterohalide; in this case 2-chloro-5-methoxypyridine (14.3 mg, 0.1 mmol). Pd(dppf)Cl2 catalyst (8 mg, 0.009 mmol) was added to each vial. The Na2CO3 solution (1 mL, 2M) was added to each vial using a multipipette. The reaction mixtures were sealed and heated to 110 C. while shaking for 5 hours. The dioxane was removed under vacuum. Ethyl acetate (2 mL) was added to each vial and, after shaking, the aqueous layer was discarded. The ethyl acetate solution was concentrated and the crude material purified directly by preparative HPLC eluting with water/acetonitrile. MS (ES) 499.13 (M+H)+. Retention time: 2.12 minutes XBridge C18 4.6×50 mm 5 um, 5-100% acetonitrile:water (0.1% formic acid).

With the rapid development of chemical substances, we look forward to future research findings about 139585-48-1.

Reference:
Patent; Bhattacharya, Samit K.; Cameron, Kimberly O.; Fernando, Dilinie P.; McClure, Kim F.; Kung, Daniel W.; Londregan, Allyn T.; Simila, Suvi T. M.; US2011/230461; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1256825-86-1, 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 1256825-86-1 as follows.

Bromine oxidation reaction:With 5 liters three bottles,Under mechanical agitation,60 g of 7-azaindole-6-carboxylic acid methyl ester,After adding 3.7 liters of tert-butanol,When the temperature was raised to 40 C,545 g of pyridine hydrobromide perbromide(PBPB) were added portionwise,At the end of 1 hour.And then kept at 40 C for 1 hour.Sampling monitoring,HPLC showed a starting material / product ratio of no more than 1%. Post-treatment and recrystallization:The reaction solution was poured into 5 liters of ice water, extracted with ethyl acetate (5 liters) at a temperature of 5 C, and the organic layer was collected.The mixture was concentrated to a volume of 1/3 solvent and poured into 3 liters of ice water. The solid was precipitated, filtered and the cake was washed with 500 ml of water and dried. Recrystallization was carried out using a 1: 5 weight ratio of ethyl acetate to methanol,Filtration,After drying under reduced pressure,Methyl 3,3-dibromo-2-oxo-7-azaindole-6-carboxylate (3), 85 g was obtained and sampled and HPLC showed a purity of 90%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256825-86-1, its application will become more common.

Reference:
Patent; SUZHOU HEJIAN MEDICAL TECHNOLOGY CO LTD; SHANG, XINJUN; LI, JIAHE; (8 pag.)CN104387385; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 477871-32-2, 6-Amino-5-bromonicotinonitrile, 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 6-Amino-5-bromonicotinonitrile, blongs to pyridine-derivatives compound. Safety of 6-Amino-5-bromonicotinonitrile

Step 2; 5-Bromo-6-chloro-nicotinonitrile; To a solution of anhydrous CuCl2 (77 mg, 0.58 mmol) in CH3CN (3 mL) add tert- BuONO (0.72 mmol). Heat the mixture at 65C and then add a suspension of the intermediate above (96 mg, 0.48 mmol) in CH3CN (2 mL). Stir the mixture for 3 hours. Cool at room temperature. Pour into HCI 3M and extract with EtOAc. Dry the organic layer over Na2SO4. Eliminate the solvent. Purify by flash chromatography on silica gel (eluent: hexane/EtOAc 2/1) to afford the title compound (55 mg, 55%). ‘H-NMR (DMSO, 300 MHz): 8.93 (s, 1H), 8.90 (s, 1H).

The synthetic route of 477871-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/90337; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 86521-05-3, 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 86521-05-3, name is 2-((Trimethylsilyl)ethynyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-trimethylsilylethynylpyridine (310 mg, 1.77 mmol) in THF (15 mL), a solution of NaOH (280 mg, 0.700 mmol, ca. 4 equiv) in MeOH (10 mL) was added, and the colorless reaction mixture was stirred for 5 min. The reaction mixture was diluted with Et2O (50 mL) and washed with water (50 mL) and brine (25 mL), dried with Na2SO4, filtered, and concentrated in vacuum. The resulting colorless oil was dissolved in Et3N (10 mL) and the solution flushed with argon while exposed to ultrasound for 10 min. This solution was transferred, via cannula to a solution of diiodo-TTF 8 (234 mg, 0.370 mmol) in argon-flushed Et3N (15mL) followed by addition of dppf (20.5 mg, 37.0 mumol, 10 mol%), Pd2dba3 (16.9 mg, 18.5 mumol, 5 mol%), and CuI (1.4 mg, 7.4 mumol, 2 mol%). The resulting cloudy orange to brown reaction mixture was exposed to ultrasound at 40 C for 30 min, after which the reaction mixture was heated by the means of conventional heating at 50 C for 30 min. According to TLC analysis (20% CH2Cl2/heptanes) no transformation had occurred. Pd(PPh3)4 (42.8 mg, 0.370 mmol) was added and the reaction mixture was flushed with argon for 10 min and then stirred for 2 h at 50 C. The resulting strongly wine-red reaction mixture was diluted with Et2O (100 mL) and washed with saturated aqueous NH4Cl (50 mL) and brine (50 mL), dried with Na2SO4, filtered, and concentrated in vacuum. Purification by flash column chromatography (CH2Cl2?15% EtOAc/CH2Cl2) gave 5b (168 mg, 0.288 mmol, 78%) as a red to black oil which solidified.

According to the analysis of related databases, 86521-05-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Broman, S°ren Lindbaek; Andersen, Cecilie Lindholm; Jevric, Martyn; Tortzen, Christian Gregers; Hammerich, Ole; Nielsen, Mogens Br°ndsted; Tetrahedron; vol. 72; 39; (2016); p. 5831 – 5842;,
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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Methyl-5-nitro-3-pyridinecarboxylic acid

A solution of1 (SO mg, 0.27 mmol), p-anisidine (51 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 sat. aq. NaHCO3, H2O, dried over MgSO4, evaporated and the brown residue was chromatographed on reverse phase HPLC (10-95% AcN in H2O) to give 12 (44 mg) as a pale brown solid. (Calculated mass: 328.3, observed mass: 328.5).

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, 59290-81-2, 2-Methyl-5-nitro-3-pyridinecarboxylic acid.

Reference:
Patent; KEMIA, INC.; WO2007/56016; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 61494-55-1, Adding some certain compound to certain chemical reactions, such as: 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid,molecular formula is C7H6ClNO2, 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 61494-55-1.

2-chloro-3-pyridineacetic acid 50 g,Prepared into a 25% mass fraction of 2-chloro-3-pyridine sodium acetate solution,And 47 g of a 30% sodium hydroxide solutionSouring (the system may produce some insoluble polymer),Stir evenly after filtration,In the filtrate, 20% of Raney nickel catalyst was added,Heating up to 90-95 ,Through hydrogen reaction,In the atmospheric pressure or 1MPa pressure environment reaction,In the control,After the reaction is completed,After filtering the catalyst,The filtrate was adjusted to pH 4 with hydrochloric acid,Activated charcoal decolorization, desolate, offDry solvent (into a viscous fluid,And there is crystal presence (NaCl)Add 100 grams of anhydrous ethanol, fully dissolved,Filtration, the filtrate is 3-pyridine acetic acid in ethanol solution,The ethanol in the solution was removed (dried,Into a viscous fluid, can be added to the back of the amount of water,Dry the ethanol)Add water 50g, and add hydrochloric acid 35g,After sufficiently salt formation at 50 C,The solvent water is then dried (viscous solid)Cooling to room temperature,Plus 50g of absolute ethanol after washing,After filtration, the solid was rinsed with a portion of ethanol,Dry, that was finished3-pyridine acetic acid hydrochloride47.5 g, purity 99.1%, yield 95.0%.

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. 61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Red Sun Biochemistry Co., Ltd.; Yue, Ruikuan; Chen, Honglong; Wang, Wenkui; Luo, Chaoran; Chen, Xinchun; Jiang, Jianhua; Ding, Yongshan; Zhong, Jinsong; Wang, Shugang; Zhan, Xinhua; (5 pag.)CN106366034; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem