Day: April 20, 2022

Adding a certain compound to certain chemical reactions, such as: 52378-63-9, (3-Aminopyridin-2-yl)methanol, 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, SDS of cas: 52378-63-9, blongs to pyridine-derivatives compound. SDS of cas: 52378-63-9

i. A solution sodium nitrite (2.38 g) in water (10 ml) was added dropwise to a stirred mixture of 3-amino-2-hydroxymethylpyridine (4.8 g) in aqueous hydrochloric acid (48% 10 ml) and water (5 ml) at 0-5 C. This solution of the diazonium salt was added to a hot solution of cuprous chloride (2.5 g) in conc. hydrochloric acid and following cessation of nitrogen evolution the mixture was heated on the steam bath for 0.5 hours, diluted with water and saturated with hydrogen sulphide. Filtration, concentration to low bulk and extraction with chloroform yielded 3-chloro-2-hydroxymethyl-pyridine (3.7 g), m.p. 42-44 (from n-pentane).

The synthetic route of 52378-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4024260; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 443956-08-9 ,Some common heterocyclic compound, 443956-08-9, molecular formula is C5H3BrN2O3, 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.

A mixture of 6-bromo-2-nitro-pyridin-3-ol (3 g, 13.7 mmol), Fe (7657.88 mg, 136.99 mmol) and NH4C1 (7329.1 mg, 136.99 mmol) in Ethanol (100 mL) and Water (100 mL) was stirred at 75 C for 2 hours to give a black suspension. The reaction mixture was cooled to room temperature and filtered through Celite. The filtrate was concentrated to give the crude product (2.5 g, 13.22 mmol, 96.55% yield) as a solid. 1H NMR DMSO-c 400MHz deltaH = 9.71 (s, 1H), 6.74 (d, 1H), 6.50 (d, 1H), 5.92 (br s, 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. 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 51269-82-0, Adding some certain compound to certain chemical reactions, such as: 51269-82-0, name is 5-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 51269-82-0.

A mixture of 5-chloro-nicotinonitrile (63.8 mg, 461 mumol), 2-propanol (9.2 mL; not dry), and CaSO4 (-325 mesh) (920 mg, 6.76 mmol) was treated with a suspension of Raney Cobalt 2700 in 2-propanol under air (2 mL) (prepared by diluting 2 mL of the commercial water slurry with 15 mL 2-propanol, centrifuging, decanting, and repeating with 2×15 mL 2-propanol, then resuspending with 2 mL 2-propanol). The flask was then sealed and evacuated until bubbles formed, and the evacuated flask was flushed with H2 gas via balloon pressure. After 11 h stirring at rt under balloon H2 pressure, a NMR spectrum of a worked-up reaction aliquot indicated 80% conversion to the title compound. The reaction was then filtered, the filter cake was washed with 2-propanol (3×10 mL), and the combined clear colorless filtrates were concentrated briefly under rotary evaporation at 50 C. The residue was taken up in DCM and concentrated again to afford the volatile crude title compound (53 mg, 8 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. 51269-82-0, 5-Chloronicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Player, Mark R.; Lu, Tianbao; Hu, Huaping; Zhu, Xizhen; Teleha, Christopher; Kreutter, Kevin; US2007/225282; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75806-86-9 ,Some common heterocyclic compound, 75806-86-9, molecular formula is C5H2BrClN2O2, 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.

5-Chloro-3-nitropicolinonitrile (104) 2-Bromo-5-chloro-3-nitropyridine (103) (6.0 g, 25 mmol) was mixed with copper (I) cyanide (4.6 g, 51 mmol) in a 100 mL round-bottom flask having a condensor loosely plugged with cotton was attached. The flask was slowly heated in an oil bath. When the temperature reaches approximately 150 C. (takes 2 h), the reaction mass begins to turn black. When the reaction mass turned completely black, the pressure was reduced to approximately 1 mm Hg by vacuum and the oil bath removed after 30 sec. (If the reaction goes too long, a vigorous reaction ensues, leaving little recoverable product.) The mixture was cooled to room temperature, and the sublimed solid (on the cotton) and reaction mass were treated with hot acetone (100 mL). The resulting mixture was gravity filtered, and the mother liquor rota-evaporated to dryness to yield the crude title compound as a dark brown solid. This solid can be purified by column chromatography using 4:1 hexane-EtOAc (Rf =0.13).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-86-9, its application will become more common.

Reference:
Patent; State of Oregon, Acting by and Through the Oregon State Board of Higher Education, Acting for and on Behalf of the Oregon Health Sciences University and the University of Oregon; Cocensys, Inc.; US5801183; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.578007-66-6, name is 5-Bromo-3-iodo-2-methoxypyridine, molecular formula is C6H5BrINO, molecular weight is 313.92, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-3-iodo-2-methoxypyridine

Intermediate compound10:ethyl 2-(5-bromo-2-methoxypyridin-3-yl)-5,5-dimethylcyclohex-1-enecarboxylate[360]Starting material8(1.14 g, 3.70 mmol), 5-bromo-3-iodo-2-methoxypyridine (1.40 g, 4.44 mmol), Pd(PPh3)4(0.85 g, 0.74 mmol) and cesium carbonate (2.41 g, 7.40 mmol) were dissolved in dioxane/water (v/v 9:1, 10 mL), and then reacted by microwave irradiation at 120 for 30 minutes. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate, and then washed with a saturated ammonium chloride solution. The organic layer was dried with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure to remove the solvent. The residue was purified by MPLC (SiO2, EtOAc/hexane = 1:9) to obtain compound10(0.37 g, 27%) as colorless oil.[361]MS (ESI) m/z 368.0 (M++ H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,578007-66-6, 5-Bromo-3-iodo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jae Kwang; OH, Jung Taek; LEE, Jae Won; LEE, Seo Hee; KIM, Il-Hyang; LEE, Jae Young; BAE, Su Yeal; LEE, Se Ra; KIM, Yun Tae; WO2014/119947; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1160791-13-8, 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 1160791-13-8, name is 2-Amino-6-bromothiazolo[5,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To 6-bromothiazoio[5,4-b]pyridin-2-amine (1 .1 g, 4.8 mmol) in acetonitriie (92 mL) was added copper(ll)chloride (964 mg, 7.2 mmol) and the mixture was cooled to OX. Tert- butyl nitrite (739 mg, 7.2 mmol) in acetonitriie (46 mL) was added slowly and the mixture was stirred for 30 minutes at Omicron’ and addit ional 4 hours at room temperature. The mixture was diluted with ethyl acetate, washed with saturated NH4CI-solution, with saturated sodium bicarbonate solution, brine and water. Evaporation yielded 580 mg (47 %) 6-bromo-2-chlorothiazolo[5,4-b]pyridine NMR (300 MHz, DMSO-cfe) delta = 7.87 (d, 1 H), 8.36 (d, 1 H) ppm.

According to the analysis of related databases, 1160791-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHN, Ulrike; SCHMITT-WILLICH, Heribert; HEINRICH, Tobias; BERGER, Markus; FITZNER, Ansgar; KRAUSE, Sabine; BROCKSCHNIEDER, Damian; DYRKS, Thomas; THIELE, Andrea; MOeNNING, Ursula; BOeMER, Ulf; WO2012/7510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.695-98-7, name is 2,3,5-Trimethylpyridine, molecular formula is C8H11N, molecular weight is 121.1796, as common compound, the synthetic route is as follows.SDS of cas: 695-98-7

In dichloromethane (15.0 ml), 2,3,5-trimethyl-pyridine (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (1.29 g) was dissolved. After having been cooled to 0 C, the reaction solution was added with m-chloroperbenzoic acid (2.53 g), followed by stirring at room temperature for 1.5 hours. The reaction solution was added with a 1 mol/l sodium hydroxide aqueous solution and then subjected to extraction with chloroform. Subsequently, the organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate. The drying agent was filtrated out and the solvent was then distilled off, followed by dissolving the resultant residue in dichloromethane (25.0 ml) . The reaction solution was added with trifluoroacetic anhydride (2.8 ml) and the whole was refluxed under heating for 3.5 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off. The resultant residue was dissolved in methanol (60.0 ml). After having been cooled to 0C, the reaction solution was added with a 12.5% sodiummethoxide/methanol solution to adj ust the solution to pH 10, and the whole was stirred at room temperature for 16.5 hours. After the solvent was distilled off, the residue was added with distilled water and subjected to extraction with chloroform. The organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate. The drying agent was filtrated out and the solvent was then distilled off, followed by dissolving the residue in chloroform (30.0 ml). The reaction solution was added with manganese dioxide (chemically processed product) (6.10 g) and then stirred at room temperature for 18 hours. The reaction solution was filtrated through Celite. The solvent in the filtrate was distilled off and the resultant residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (1.14 g) as a yellow oily substance. MS(FAB,Pos.):m/z=136[M+H]+ 1H-NMR(500MHz,CDCl3):delta=2.40(3H,s), 2.63(3H,s), 7.43(1H,brs), 8.48(1H,brs),10.16(1H,s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,695-98-7, 2,3,5-Trimethylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Kureha Corporation; EP1724263; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, 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, Product Details of 161117-83-5, blongs to pyridine-derivatives compound. Product Details of 161117-83-5

Ketone 2-1 To a -70 C. solution of 1.12 g (5.0 mmol) of 3-(N-tertbutoxycarbonylamino)-2-methoxypyridine (Kelly, Tetrahedron Lett. 35 (48), 1994, 9003-9006) in 25 ML of dry ether was added 1.8 ML (12.0 mmol) TMEDA followed by 4.8 ML (12.0 mmol) of n-BuLi. The resulting solution was warmed to -15 C. where it was aged for 2 h.. The reaction mixture was recooled to -70 C. and treated with 0.83 ML (7.0 mmol) of ethyl trifluoroacetate.. After stirring an additional 3 h, the reaction was quenched with 25 ML of saturated NH4Cl solution and the two phases were separated.. The aqueous phase was extracted with 100 ML of EtOAc and the combined organic extracts were washed with 25 ML of brine and dried over MgSO4.. The yellow solution was concentrated and chromatographed (CH2Cl2) to afford trifluoromethyl ketone 2-1. 1H NMR (CDCl3) delta7.95 (d, J=8 Hz, 1H), 7.10 (bs, 1H), 6.95 (d, J=8Hz, 1H), 4.05 (s, 3H), 1.50 (s, 9H).

The synthetic route of 161117-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6350745; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.65169-42-8, name is Methyl 6-chloro-5-methylnicotinate, molecular formula is C8H8ClNO2, molecular weight is 185.6076, as common compound, the synthetic route is as follows.Product Details of 65169-42-8

To a suspension of methyl 6-chloro-5-methyl-nicotinate (467 mg) in carbon tetrachloride (25 mL) were added N-bromosuccinimide (1.34 g) and benzoyl peroxide (218 mg), and the mixture was stirred at 100C for 7.5 hours. The mixture was cooled to room temperature, and to the reaction mixture were added saturated aqueous sodium thiosulfate solution and water, and the reaction mixture was extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrated, and then concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (833 mg). LC-MS, condition B ([M+H]+/Rt (min)): 341.9/1.011

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65169-42-8, Methyl 6-chloro-5-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; FUKUNAGA, Yuichi; YAMAKAWA, Erina; SUGARU, Eiji; IKEDA, Satoshi; OTSUBO, Tsuguteru; UMEHARA, Hiroki; LI, Chiang Jia; (87 pag.)EP3560494; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 120739-77-7, name is N-((6-Chloropyridin-3-yl)methyl)ethanamine, the common compound, a new synthetic route is introduced below. name: N-((6-Chloropyridin-3-yl)methyl)ethanamine

General procedure: This embodiment is basically the same as Embodiment 1, except that:Step 2, using 170 g (15%) sodium carbonate instead of 52 g (40%) potassium carbonate aqueous solution, 41.8 g (98%) 2-chloro-5-ethylaminomethylpyridine instead of 40% methylamine.As a result, 70.5 g of (E)-N-(2-chloro-5-thiazolylmethyl)-N-ethyl-N’-(6-chloro-3-pyridylmethyl)-N’-ethyl-2- Nitrovinylidene diamine, content 98.1%, yield 83.1%. _: 2 In a 500 mL four-necked flask, 35.1 g (89%) of 1,1-dichloronitroethylene (0.22 mol) and 150 mL of dichloromethane were added.Stirring was carried out to 0 to 10 C, and 36.2 g (98%) of 2-chloro-5-ethylaminomethylthiazole (0.2 mol) was added dropwise. After the addition, 52 g (40%) of potassium carbonate aqueous solution was added dropwise at this temperature. , keep warm for 2 hours,Sampling HPLC analysis of N-(2-chloro-5-thiazole) methyl-N-ethylamine conversion rate of 98% or more, adding 38.8g (40%) methylamine aqueous solution (0.5mol) at 5-10 C, plus Stir for 1 hour after finishing.The temperature was raised to 20 to 25 C for 2 hours, and the oil layer was separated and allowed to stand, and the aqueous layer was extracted with dichloromethane for 3 times.The oil layer was desolvated, and 70 g of ethyl acetate was added to the residue, stirred well, and cooled to 0 to 5 C for filtration.Drying to obtain 50 g of (E)-N-(2-chloro-5-thiazolylmethyl)-N-ethyl-N’-methyl-2-nitrovinylidene diamine, content 98%, yield 88.6% .

The synthetic route of 120739-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lianyungang Liben Crop Technology Co., Ltd.; Wu Hailin; Dong Junjie; Dai Zhanyong; Gong Jian; Li Datie; (6 pag.)CN107474022; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem