Day: August 11, 2021

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

Adding a certain compound to certain chemical reactions, such as: 17997-47-6, 2-(Tributylstannyl)pyridine, 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 2-(Tributylstannyl)pyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2-(Tributylstannyl)pyridine

A mixture of (S)-2-( 1 -(2-chloro-7-fluoroquinolin-3 -yl)ethyl)isoindoline- 1,3 -dione (85.6 g, 241 mmol), Pd(PPh3)4 (14 g, 12.1 mmol, 0.O5eq) and 2-(tributylstannyl)pyridine (107 g, 289 mmol, 1.2 eq) in dioxane (3.0 L) was heated to 90 C under N2 overnight, then heated to 101 C for additional 2 days. The reaction mixture was cooled to room temperature, decanted and the final 200 mL solution was filtered. The combined solvents were concentrated to 300 mL and filtered to give a tan solid, which was washed with EtOAc/hexane (1/1) and dried (82.1 g). The mother liquor was concentrated to 100 mL and treated with EtOAc/hexane, 1/1 (200 mL) to give additional 2.2 g tan solid, overall 84.3 g.

The synthetic route of 17997-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; KELLY, Ron, C.; WORTMAN, Sarah; WO2015/171725; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 875781-15-0, 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. 875781-15-0, name is 5-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, 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.

Into two parallel 30 ml sealed tubes, each was placed 5-bromo-2-fluoronicotinaldehyde (1.83 g, 9.0 mmol), allylamine (1.03 g, 18.0 mmol) and ethanol (15 mL). The resulting solution was stirred for 3 h at 80 C. After cooling room temperature, the resulting solution was poured into 30 mL of hydrochloric acid (iN) and the resulting mixture was stirred for 10 mm and then extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Purification by silica gel chromatography (eluting with 1:10 EtOAc/pet. ether) afforded 2-(allylamino)-5-bromonicotinaldehyde as a light yellow solid. MS: (ESI, m/z): 241, 243 [M+H].

According to the analysis of related databases, 875781-15-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
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

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

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

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

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

Adding a certain compound to certain chemical reactions, such as: 113237-20-0, 2,6-Dichloro-5-fluoronicotinamide, 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, 113237-20-0, blongs to pyridine-derivatives compound. Recommanded Product: 2,6-Dichloro-5-fluoronicotinamide

To a stirred solution of 2,6dichloro-5-fiuoro-pyridine-3-carboxamide (95 g, 0.45 mol) in MeOH (45 mL) and AcOH (450 mL) was added Zn powder (41.92 g, 0645 mol). The resulting reaction mixture was heated at 85 C for 15 h. After TLC (petroleum ether: EtOAc1:1) showed the completion of the reaction, the reaction mixture was diluted with saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue, after being washed with hexane several times gave the title compound (70 g, 88% yield) as a solid.MS: 173.0 [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,113237-20-0, its application will become more common.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); 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