Tag: M.W:100-200

5470-18-8, 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. 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-(2-tert-butylphenoxy)-3-aminopyridine Intermediate 1a. 2-(2-tert-butylphenoxy)-3-nitropyridine: A solution of 2-chloro-3-nitropyridine (21.1 g, 133 mmol) in DMF (100 mL) was treated with 2-tert-butylphenol (23.5 mL, 153 mmol) and cesium carbonate (130 g, 398 mmol). The mixture was heated at 80 C. for 30 h. The reaction was cooled to rt and the mixture was poured into water (1 L) with stirring. The resulting yellow precipitate was filtered, washed with water, and recrystallized from ethanol to afford Intermediate 1a (32.8 g, 90% yield) as beige crystals; HPLC purity: 92%, 3.66 min (Method A); 1H NMR (400 MHz, CD3OD) 8 ppm 1.34 (s, 9H), 6.93 (m, 1H), 7.22 (m, 3H), 7.47 (m, 1H), 8.31 (dd, J=4.82, 1.75 Hz, 1H), 8.46 (dd, J=7.89, 1.75 Hz, 1H).

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 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293522; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 97483-77-7 as follows., 97483-77-7

A solution of 5-bromo-2-cyanopyridine (0.50 g, 2.73 mmol), bispinacolatodiboron (0.76 g, 3.0 mmol) and KOAc (0.34 g, 4.10 mmol) in 1 ,4-dioxane (10.0 mL) was degassed by flushing with nitrogen for 15 min. Tricyclohexylphosphine (0.091 g, 0.33 mmol) and tris(dibenzyledineacetone) dipalladium (0) (0.14 g, 0.14 mmol) was then added to the reaction mixture, which was again degassed by nitrogen for 15 min. The resulting reaction mixture was heated to 1000C for 2 h. After the completion of the reaction (TLC monitoring), the reaction mixture was filtered through celite bed and the filtrate was concentrated to get the crude residue that was carried forward to the next step without further purification. MS: 231.10 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 97483-77-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 97483-77-7, name is 5-Bromopicolinonitrile,molecular formula is C6H3BrN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 97483-77-7

lOg of 2-cyano-5-bromopyridine prepared in the Preparation example 5 was dissolved in 100ml of dimethylformamide, 5.33g of sodiumazide, and 4.4g of ammoniumchloride were added to the solution at room temperature, and the solution was stirred at the temperature of 110C for 3 hours for reaction. The reaction mixture was added with water and then was extracted with ethyl acetate. The organic layer, thus separated, was washed with brine, dehydrated, filtrated and concentrated in vacuo thereby to obtain 10. 5g of the title compound. Yield 85%.

With the rapid development of chemical substances, we look forward to future research findings about 97483-77-7.

Reference:
Patent; DONG-A PHARM.CO.,LTD.; WO2005/58886; (2005); A1;,
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 100704-10-7, name is (2-Chloropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. 100704-10-7

Example N; To a stirred solution of 2-chloropyridine-4-methanol (143 mg, 1 mmol) in chloroform (10 ml) cooled in an ice bath under nitrogen atmosphere, was added triethylamine (210 mul, 1.5 mmol) and methanesulfonyl chloride (90 mul, 1.2 mmol) was added dropwise. After stirring for 1.1 hr., the reaction mixture was washed with saturated aqueous sodium bicarbonate, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was further dried in high vacuo for ca. 20 min. and mixed with (32) (297 mg, 1 mmol), powdered anhydrous potassium carbonate (138 mg, 1 mmol), and lithium iodide (134 mg, 1 mmol). DMF (5 ml) was then added to the mixture at room temperature and stirred for overnight. After evaporation of DMF, the residue was dissolved in methanol-chloroform (1:9) and filtered through celite pad. The filtrate was then evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, EA:hexanes (1:2)) to afford 120 mg (28%) a white foam. Recrystallization from chloroform/ether/hexane resulted in a white solid. m.p. 206-207 C.; 1H-NMR (200 MHz, CDCl3) delta 1.13(3H, d, J=6.9 Hz), 1.23 (3H, d, J=6.9 Hz), 2.18 (1H, m), 2.43 (3H, s), 4.51 (1H, d, J=16.4 Hz), 5.06 (1H, d, J=16.4 Hz), 6.91-6.96 (2H, m), 7.66 (1H, s), 7.70 (1H, s), 7.88 (1H, s), 8.19 (1H, d, J=0.8 Hz, 5.5 Hz), 8.98 (1H, s); m/z (EI) 422(M+); HRMS (EI) Calcd, 422.114525, Found 422.114568.; Example BL; To a stirred solution of 2-chloro-4-pyridinemethanol (144 mg, 1 mmol) in chloroform (10 ml) at 0 C. (ice bath), was added triethylamine (210 mul, 1.5 mmol) and methanesulfonyl chloride (90 mul, 1.2 mmol). After stirring for 1.5 hr., the mixture was diluted with dichloromethane, washed with aqueous saturated sodium bicarbonate solution, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was further dried in high vacuo and mixed with 3-[3-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-phenyl]-acrylonitrile (323 mg, 1 mmol), anhydrous powdered potassium carbonate (138 mg, 1 mmol), lithium iodide (134 mg, 1 mmol). Anhydrous DMF (5 ml) was then added into the mixture and stirred for overnight at room temperature. The mixture was evaporated in vacuo. The residue was dissolved in methanol-dichloromethane (1:9), filtered through celite pad, and the filtrate was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, methanol:chloroform (2:98)) to afford 174 mg (38%) of a white solid. m.p. 242-244 C.; 1H-NMR (200 MHz, CDCl3/CD3OD) delta 1.12(3H, d, J=6.8 Hz), 1.22 (3H, d, J=6.8 Hz), 2.28 (1H, m), 2.40 (3H, s), 4.55 (1H, d, J=17.0 Hz), 4.97 (1H, d, J=17.0 Hz), 6.03 (1H, d, J=16.6 Hz), 6.97-6.99 (2H, m), 7.39 (1H, d, J=16.6 Hz), 7.55 (2H, s), 7.71 (1H, s), 8.15 (1H, d, J=5.8 Hz); m/z (EI) 448(M+).

Statistics shows that 100704-10-7 is playing an increasingly important role. we look forward to future research findings about (2-Chloropyridin-4-yl)methanol.

Reference:
Patent; Guo, Hongyan; Kim, Choung U.; Kim, Hae Soo; Lee, Chong-Kyo; Lee, Ill Young; Mitchell, Michael L.; Son, Jong Chan; Xu, Lianhong; US2008/70920; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

115473-15-9 , The common heterocyclic compound, 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, 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.

To 4 mL of DMF was added compound 2 (0.20 g, 1.02 mmol), 5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2 (4H)-one hydrochloride(5,6,7,7a-tetrahydrothieno[3,2-c] pyridin-2 (4H)-one hydrochloride, 0.29 ml, 1.53 mmol)1-ethyl-3-(3-dimethylaminopropyl)carbodiimide(1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, 0.39 g, 2.04 mmol), N,N-diisopropylethylamine(N, N-diisopropylethylamine, a mixture of 0.36 mL, 2.04 mmol) in 40C was stirred for 4 hours. The mixture was concentrated under reduced pressure and purified by MPLC to give Oxo-DPide (1) in 10% yield.

According to the analysis of related databases, 115473-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Keimyung University; Seo Yeong-ho; (10 pag.)KR101937054; (2019); B1;,
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. 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. 5470-18-8

To a flame–driedandargon–flushedpressurevesselwasadded2–chloro–3–nitropyridine(3.01g,19.0mmol,1.0equiv.)and suspended in dry MeOH(13.5mL).To the suspension was then added benzylmercaptan(3.3mL,28mmol,1.5equiv.)and triethylamine(4.0mL,29mmol,1.5equiv.).The mixture was heated to reflux and stirred for 5h and subsequently cooled to ambient temperature at which some of the mixture crystallized.The mixture was dissolved further in CHCl3(10mL),transferred to a flask and concentrated to dryness.The resulting residue was purified by flash column chromatography(neatCHCl3),yielding2–(benzylthio)–3–nitropyridine as a yellow solid(3.84g,15.6mmol).This compound was then dissolved in dryDCE(9.0mL)and cooled to 0oC.To the resulting solution was added SO2Cl2(1.65mL,20.4mmol,1.3equiv.)andpyridine(4drops)andthemixturewasstirredfor3hat0oC.Thesolventswerethenremovedbyevaporationandtheresultingresiduesubjectedtohighvacuumovernight,yielding1asayellowsolid(2.86g,15.0mmol,79%over2steps).Rf0.61(CH2Cl2).1H–NMR(CDCl3,400MHz):delta(ppm)8.95(dd,J=1.5,4.6Hz,1H),8.56(dd,J=1.5,8.2Hz,1H),7.45(dd,J=4.6,8.3Hz,1H).13C–NMR(CDCl3,100MHz):delta(ppm)157.9,154.9,153.7,133.5,121.2.

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, 5470-18-8, 2-Chloro-3-nitropyridine.

Reference:
Article; Olsen, Frank N.; Tsakos, Michail; Poulsen, Thomas B.; Synlett; vol. 26; 19; (2015); p. 2697 – 2701;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5350-93-6, 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. 5350-93-6, name is 6-Chloropyridin-3-amine, molecular formula is C5H5ClN2, 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.

Bromine (24.86 g, 155.57 mmol) was added to a solution of 6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid (383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acid was then evaporated. The residue was dissolved in EtOAc, washed with saturated aqueous Na2CO3, water and brine. The organic layer was dried over MgSO4, filtered and evaporated, yielding 32.20 g of the desired product 49-a (99.8%). m/z=206.96 (M+1)+

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. 5350-93-6, 6-Chloropyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jansen R&D Ireland; Tahri, Abdellah; Jonckers, Tim Hugo Maria; Raboisson, Pierre Jean-Marie Bernard; Vendeville, Sandrine Marie Helene; Hu, Lili; Demin, Samuel Dominique; Cooymans, Ludwig Paul; US2015/111868; (2015); 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 115473-15-9

Example 16Purification of 5,6,7,7a-tetrahydro-4H-thieno [3,2-c]-pyridin-2-one hydrochloride Compound of Formula-12b50 gms of crude 5,6,7,7a-tetrahydro-4H-thieno [3,2-c]-pyridin-2-one hydrochloride compound of formula-12b obtained in example-15 is taken in methylene chloride (50 ml) and methanol (50 ml). Heated the reaction mixture to 40-45 C. and stirred for 30 min at same temperature. Cooled the reaction mixture to 25-30 C. and stirred for 1 hour. Filtered the solid and washed with methylene chloride. Dried the compound to get the pure title compoundYield: 45 gms.

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, 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; Satyanarayana Reddy, Manne; Thirumalai Rajan, Srinivasan; Eswaraiah, Sajja; Rama Subba Reddy, Karamala; Kondal Reddy, Bairy; Venkat Reddy, Ghojala; US2012/202066; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

52334-81-3, 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. 52334-81-3, name is 2-Chloro-5-trifluoromethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1; Preparation of 2-cyano-5-trifluoromethylpyridine; To 150ml N,N-dimethylformamide solution containing 15.0 g of 2-chloro-5-trifluoromethylpyridine were added 19.4 g of zinc cyanide and 9.6 g of tetrakistriphenylphosphine palladium, and the mixture was stirred under nitrogen atmosphere at 80C for 3 hours. After completion of the reaction, the reaction mixture was cooled to room temperature by allowing to stand, poured into 300 ml of dil. aqueous ammonia, and extracted with 300 ml of diethyl ether. The organic layer was washed with 200 ml of a saturated saline solution, then dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure, and the residue was purified by distillation under reduced pressure (96.0 to 99.0C/40 mmHg) to obtain 10.9 g of the the objective product as white crystals. Melting point: 36.0 to 38.0C 1H NMR (CDCl3, Me4Si, 300MHz) delta 9.00 (bs, 1H), 8.13 (dd, J=8.3, 2.1Hz, 1H), 7.87 (d, J=8.3Hz, 1H).

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 52334-81-3, 2-Chloro-5-trifluoromethylpyridine.

Reference:
Patent; Nissan Chemical Industries, Ltd.; EP1671941; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5470-18-8 ,Some common heterocyclic compound, 5470-18-8, molecular formula is C5H3ClN2O2, 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: (3-Nitropyridin-2-yl)phenylamine A mixture of 2-chloro-3-nitropyridine (3.49 g, 22.0 mmol), phenylamine (2 mL, 22.0 mmol) and Et3N (3.1 mL, 22.0 mmol) in NMP (7 mL) was stirred at 100 C. for 1.5 h under a nitrogen atmosphere. Additional amounts of Et3N (0.2 mL) and of phenylamine (0.1 mL) were added and the stirring was continued for further 30 min. The mixture was then partitioned between EtOAc and water. The aqueous phase was further extracted with EtOAc and the combined organic layers were washed with brine, then dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si-PCC, gradient 10-100% DCM in pentane) affording (3-Nitropyridin-2-yl)phenylamine as a red crystalline solid (2.49 g, 58%). LCMS: RT 3.53 min [M+H]+ 216.0.

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Heald, Robert; Price, Stephen; Safina, Brian; Savy, Pascal Pierre Alexandre; Seward, Eileen Mary; Sutherlin, Daniel P.; Waszkowycz, Bohdan; US2012/202785; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem