Tag: M.W:100-200

Electric Literature of 1204296-03-6 ,Some common heterocyclic compound, 1204296-03-6, molecular formula is C6H4ClF2N, 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.

2-Chloro-4-(difluoromethyl)pyridine (2.0 g, 12 mmol) and (R)-3-methylbutan-2-amine (4.3 g, 49 mmol) were added to a 30 mL microwave tube. The resultant mixture was stirred while heating at 180 C. for 16 hours and at 200 C. for another 16 hours before cooling to room temperature and concentrating to dryness under reduced pressure to give the crude product, which was purified by FCC (0-10% ethyl acetate/petroleum ether) to afford the title compound as a yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1204296-03-6, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; McClure, Kelly; Tanis, Virginia M.; Fennema, Elizabeth G.; Lebsack, Alec D.; Martin, Connor L.; Venkatesan, Hariharan; Xue, Xiaohua; Woods, Craig R.; (531 pag.)US2017/313691; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1452-63-7 , The common heterocyclic compound, 1452-63-7, name is Picolinohydrazide, molecular formula is C6H7N3O, 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.

General procedure: In a typical reaction, brevenal was dissolved in DMF and the hydrazide (2 eq) was added, followed by addition of a catalytic amount of tungstophosphoric acid. The reaction mixture was heated at 60 C for 4 h. The solvents were evaporated under vacuum and the residue was taken up in methanol. The mixture was filtered through a 0.2 mum nylon filter and subjected to purification by HPLC. Desired products were positively identified by HRMS mass spectrometry and NMR. Spectroscopic data collected for all compounds can be found in the supplementary data document.

The synthetic route of 1452-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Goodman, Allan; McCall, Jennifer R.; Jacocks, Henry M.; Thompson, Alysha; Baden, Daniel; Abraham, William M.; Bourdelais, Andrea; Marine Drugs; vol. 12; 4; (2014); p. 1839 – 1858;,
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 2457-47-8, name is 3,5-Dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3,5-Dichloropyridine

To a 3-neck 12 L round bottom flask add tetrahydrofuran (THF, 3 L) and diisopropylamine (DIPA, 315 mL, 2.24 mol) and cool to -78 C. Add slowly n-butyllithium (1.6 M in hexanes, 1400 mL, 2.24 mol). After the addition is complete and the temperature has settled at -78 C. slowly add a solution of 3,5-dichloropyridine (296.7 g, 2.00 mol) which immediately forms a yellow solution that changes to a rust colored suspension. After the addition is complete and the temperature has settled at -78 C. slowly add acetaldehyde (230 mL, 4.05 mol) in THF (600 mL). Continue stirring at -78 C. After 3 hours, remove the dry ice bath and begin quenching the reaction by the dropwise addition of saturated aqueous ammonium chloride (1 L). Allow the reaction to warm to room temperature (RT) overnight with stirring. Dilute the mixture with methyl-tert-butylether (MTBE, 2 L), saturated aqueous ammonium chloride (1 L) and water (2 L). Partition and wash organics with saturated aqueous sodium chloride (brine). Extract the aqueous phase with MTBE (1.5 L). Combine the organic layers, dry over sodium sulfate, filter and concentrate in vacuo. Purify the residue by silica gel chromatography [25% ethylacetate (EA) in hexanes] to give the title compound as a red oil. Yield: 352 g (90%). MS (ES) m/z 192 [M+1]+.

With the rapid development of chemical substances, we look forward to future research findings about 2457-47-8.

Reference:
Patent; ELI LILLY AND COMPANY; US2012/83511; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1772-01-6, 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. 1772-01-6, name is N-Hydroxypicolinimidamide, molecular formula is C6H7N3O, 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.

3-(2-pyridyl)-5-(5-chloro-2-hydroxyphenyl)-1,2,4-oxadiazole In a similar fashion, methyl 5-chloro-2-hydroxybenzoate (372 mg, 2 mmol), pyrid-2-ylamidoxime (137 mg, 1 mmol), 21% sodium ethoxide (32.4 mL, 10 mmol) in ethanol (20 mL) were heated at reflux for 16 hours. Standard work up and recrystallization from diethyl ether afforded 14.2 mg (5%) of 3-(2-pyridyl)-5-(5-chloro-2-hydroxyphenyl) -1,2,4-oxadiazole.

According to the analysis of related databases, 1772-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 38749-90-5, 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. 38749-90-5, name is 5-Bromo-2-ethylpyridine. A new synthetic method of this compound is introduced below.

In a 2 L flask was added 2,5-dibromopyridine (60 g, 235 mmol) and 800 mL of triethylamine. The solution was degassed via purging with a stream of nitrogen through the solution for 30 minutes. The reaction was charged with trimethylsilylacetylene (36 mL, 255 mmol) followed by PdCl2(PPh3)2 (3 g, 4.27 mmol) and cuprous iodide (1 g, 5.26 mmol). The reaction was stirred for 10 minutes and an exotherm began. The temperature of the reaction was not allowed to exceed 30 C. by cooling in a water bath. The thick reaction mixture was stirred for 2 hours and LC showed completion. The reaction was poured into water and extracted with ethyl acetate (2×400 mL) The combined organic layers were washed with water (3×500 mL), dried over sodium sulfate, filtered and solvent removed under reduced pressure. The residue was purified by passing through a plug of silica gel (200 g) eluting with heptane followed by 5% ethyl acetate heptane to give 5-bromo-2-((trimethylsilyl)ethynyl)pyridine. Yield 58 g, 97%In a flask was added 5-bromo-2-((trimethylsilyl)ethynyl)pyridine (30 g, 118 mmol), 200 mL of ethanol, and solid sodium hydroxide (5 g, 125 mmol). The reaction was stirred for 2 hours, and then poured into water and the pH was adjusted to 6 by the addition of 1 N hydrochloric acid. The mixture was washed with diethyl ether (2×300 mL) and the combined organic layers were dried over sodium sulfate and solvent removed under reduced pressure. The product, 5-bromo-2-ethylnylpyridine, was used without further purification. Yield 20 g, 93%5-Bromo-2-ethylnylpyridine (10 g, 54.9 mmol) was dissolved in ethanol (100 mL) and Adam’s Catalyst (PtO2, 75%, 1 g) was added. The mixture was hydrogenated at 3 psi of hydrogen, continually checking the progress of the reaction by LC and 1H NMR between each charge of hydrogen. After 10 psi was consumed, the data showed completion of the reaction with <5% of reduction of the bromine. The catalyst was filtered off and the solvent was removed under reduced pressure at 20 C. to give 5-bromo-2-ethylpyridine. Yield 8.7 g, 85%.In a 1 L round-bottomed flask was 5-bromo-2-ethylpyridine (10 g, 53.8 mmol) and 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (13.83 g, 59.1 mmol) in Dioxane (300 ml) followed by saturated sodium bicarbonate (150 ml). The mixture was degassed by passing a stream of nitrogen through the mixture for 20 minutes. Tetrakis(triphenylphosphine) palladium(0) (3.36 g, 2.91 mmol) was added and the mixture was heated to reflux becoming very thick then finally going to solution. The reaction was heated for 2 hours, cooled to room temperature and the solvent removed under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate and solvent removed under reduced pressure. The residue was purified by column chromatography 0-100% ethyl acetate/heptane to give 5-(6-ethylpyridin-3-yl)-2-methylaniline. Yield 6.7 g, 58.8%The urea was formed from 5-(6-Ethylpyridin-3-yl)-2-methylaniline and 4-(2-amino-5-tert-butylthiophene-3-carbonyl)-3,3-dimethylpiperazine-2-one. At the same time, in my other blogs, there are other synthetic methods of this type of compound,38749-90-5, 5-Bromo-2-ethylpyridine, and friends who are interested can also refer to it. Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; US2010/41642; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 745784-04-7 ,Some common heterocyclic compound, 745784-04-7, molecular formula is C6H3F2NO2, 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.

General procedure: Removal of the Boc protecting group of compound 5 was preformed at room temperature for 1 h with a solution of HCl 4N in dioxane. The mixture was then concentrated in vacuo, diluted with MeOH, and concentrated several times in vacuo. The residue was coupled with various carboxylic acids (1.1 equiv), in the presence of BOP (1.1 equiv) and DIEA (pH=9) for 2 h, in DCM. The mixture was then concentrated in vacuo, and the residue was dissolved in AcOEt. The organic layer was successively washed with aqueous solutions of 1M KHSO4, saturated NaHCO3, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to yield the desired compound. All the final compounds were purified by preparative HPLC on a C18 column using a water/acetonitrile/TFA 0.1% gradient.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,745784-04-7, its application will become more common.

Reference:
Article; Blayo, Anne-Laure; Maingot, Mathieu; Aicher, Babette; M’Kadmi, Cline; Schmidt, Peter; Mueller, Gilbert; Teifel, Michael; Guenther, Eckhard; Gagne, Didier; Denoyelle, Sverine; Martinez, Jean; Fehrentz, Jean-Alain; Bioorganic and Medicinal Chemistry Letters; vol. 25; 1; (2015); p. 20 – 24;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 7598-26-7, Adding some certain compound to certain chemical reactions, such as: 7598-26-7, name is 5-Methyl-3-nitropyridin-2-amine,molecular formula is C6H7N3O2, 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 7598-26-7.

Pd/C (50 mg, 0.47 mmol) was added to a stirred solution of 2-amino-5-methyl-3- nitropyridine (500 mg, 3.27 mmol) was in MeOH (7 ml). The reaction was then evacuated of air 3 times and filled with H2 gas. The reaction was then stirred under this atmosphere at 20C for 5 h after which the reaction was filtered through Celite and washed with further MeOH (30 ml). The solution was concentrated in vacuo to give WIN-321 -195-01 (395 mg, 98%). 1H NMR (MeOD): delta 7.22 (dd, J 2.0, 0.9 Hz, 1 H), 6.81 (dd, J 2.0, 0.7 Hz, 1 H), 2.13 (t, J 0.7 Hz, 3H). MS, m/z = 124 (100).

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. 7598-26-7, 5-Methyl-3-nitropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF MELBOURNE; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; SLEEBS, Brad; PURCELL, Damian Francis John; JACOBSON, Jonathan; LEWIN, Sharon; NGUYEN, William; (163 pag.)WO2017/219083; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-77-7 ,Some common heterocyclic compound, 19798-77-7, molecular formula is C5H5ClN2, 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 100mL three-necked flask was added 3-chloro-4-aminopyridine 1.3g (10. Ommo 1),Dichloromethane 30ml,Ice water bath cooled to 0 ~ 5 C,Dropping 1)Step prepared phenazine-1-carboxylic acid chloride(11.2mm0l) in dichloromethane, after the addition was completed, incubated 0 ~ 5 C reaction lh, point plate monitoring, the reaction was complete. The solvent was removed by adding 50 ml of methylene chloride and the organic layer was sufficiently washed with a 5% aqueous hydrochloric acid solution. The organic layer was separated and the organic layer was washed with a 5% aqueous sodium hydroxide solution. The organic layer was separated and dried over anhydrous sodium sulfate 1 hour, suction filtration, the filtrate was stripped to obtain the amide 3.15g. Yield 94%

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. 19798-77-7, 4-Amino-3-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yangtze University; Wu Qinglai; Qin Chuan; Li Junkai; (36 pag.)CN107459490; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 179543-88-5 ,Some common heterocyclic compound, 179543-88-5, molecular formula is C6H10ClN3O, 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.

[0489] Scheme 3: synthesis of 2-(5-methoxy-lH-indol-3-yl)-N,N-dimethylethanamine (KD19) and 2-(5-methoxy-lH-pyrrolo[3,2-b]pyridin-3-yl)-N,N-dimethylethanamine (KD20)[0490] A reported procedure was followed to prepare the compounds(i).

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. 179543-88-5, 5-Hydrazinyl-2-methoxypyridine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; OZPOLAT, Bulent; LOPEZ-BERESTEIN, Gabriel; DALBY, Kevin N.; JOSE, Jiney; WO2013/63492; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 76006-08-1, 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 76006-08-1 as follows.

To the solution of 5-chloro-lH-pyrazolo[3,4-c]pyridine (0.300 g, 1.95 mmol) in DMF (5 mL) at 0C was added NaH (0.234 g, 5.86 mmol, 60% dispersion in oil). After stirring for 5 min. tetrahydro-2H-pyran-4-yl methanesulfonate (0.632 g, 3.5 mmol) was added and the reaction mixture was heated at 100C for 5 h. TLC analysis indicated complete consumption of starting material and formation of 2 new spots. The reaction mixture was quenched by slow addition of ice-cold water (3 mL). The residue was bi-phased with water (15 mL) and ethyl acetate (25 mL). The aqueous layer was extracted with ethyl acetate (2 x 10 mL). The combined organic layers were washed with brine (1 x 15 mL), dried (anh. Na2S04) and concentrated under reduced pressure to furnish the title compound (0.230 g.). (0881) In step-1, the non-polar spot amongst the two new spots in the TLC, was the required regio-isomer (5). Both the regio-isomers obtained during N-alkylation were purified by flash column chromatography and the structure was confirmed by NMR and NOE experiments. MS (EI) calc’d for CnHi2N3OCl [M+H]+ Expected: 238; Found: 238; 1H NMR (400 MHz, CDC13) delta 9.06 (s, 1H), 8.15 (s, 1H), 7.79 (s, 1H), 4.90-4.78 (m, 1H), 4.24 (dd, 2H, J7 = 3.6 Hz, J2 = 11.2 Hz), 3.76-3.64 (m, 2H), 2.52-2.37 (m, 2H), 2.06 (dd, 2H, J7 = 2.4 Hz, J2 = 12.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76006-08-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SILIPHAIVANH, Phieng; METHOT, Joey; LIPFORD, Kathryn Ann; MOLINARI, Danielle; SLOMAN, David, L.; WITTER, David; ZHOU, Hua; BOYCE, Christopher; HUANG, Xianhai; LIM, Jongwon; GUERIN, David; KARUNAKARAN, Ganesh Babu; BAKSHI, Raman Kumar; LIU, Ziping; FU, Jianmin; WAN, Zhilong; LIU, Wei; (216 pag.)WO2016/100050; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem