Day: July 23, 2021

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. 462-08-8, name is Pyridin-3-amine. A new synthetic method of this compound is introduced below., Quality Control of Pyridin-3-amine

3-Aminopyridine (2 g) in tetrahydrofuran (20 mL) at 25 C. was treated with 1M sodium bis(trimethylsilylamide) in tetrahydrofuran (46.7 mL), stirred for 15 minutes, treated with di-tert-butyldicarbonate (5 g) in tetrahydrofuran, stirred for 24 hours, and concentrated. The concentrate was treated with 0.1M hydrochloric acid (40 mL) and ethyl acetate (40 mL), and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, flitered, and concentrated. The concentrate was flash chromatographed on silica gel with 60:40 ethyl acetate/hexanes. 1H NMR (300 MHz, DMSO-d6) delta 8.43 (d, 1H), 8.29 (dd, 1H), 7.98 (m, 1H), 6.57 (b, 1H), 1.53 (s, 9H).

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, 462-08-8, Pyridin-3-amine.

Reference:
Patent; Anderson, David D.; Beutel, Bruce A.; Cooper, Curt S.; Gu, Yu-Gui; Hinman, Mira M.; Kalvin, Douglas M.; Keyes, Robert F.; Searle, Xenia B.; Wagner, Rolf; US2005/159423; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 882521-63-3, 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 882521-63-3 as follows.

General procedure: To a microwave tube was added [1,2,4]triazolo[1,5-a]pyridin-2-amine 13 (1 equiv), K2CO3 (2.0 equiv), Pd(PPh3)4 (0.056 equiv), and the corresponding boronic acid (1.5 equiv). 5 mL of EtOH:H2O (1:1) was used as solvent, and the microwave conditions employed were 150 C for 30 min. After solvent evaporation, the product was purified by flash chromatography on silica gel using as eluent a gradient of EtOAC (0 – 100%) in n-hexane or MeOH (0 – 10%) in DCM to afford the desired compound 16 (adapted from 4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,882521-63-3, its application will become more common.

Reference:
Article; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
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 100-54-9, name is Nicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Nicotinonitrile

Synthesis of XLVI:Cerium chloride (35.5 g, 144 mmol) was added to dry THF (250 mL). The reaction mixturewas stirred at room temperature for 2 h under a nitrogen atmosphere to allow the cerium chloride to form a suspension in the THF solution. This was cooled to -78C and then a 1.6 M methyl lithium solution in THF (48 mL, 144 mmol) was added. The reaction mixture was stirred for 30 minutes maintaining the same temperature and then a solution of 3-cyanopyridine (XLV, 5 g, 48 mmol) in THF (50 mL) was added through a cannula. The reaction mixture wasallowed to warm to room temperature and stirring continued for 12 h. The reaction mixture was diluted with a saturated aqueous solution of ammonium acetate solution and the stirring continued for a further 1 h at room temperature. The reaction mixture was filtered through a celite bed, concentrated and diluted with water. The resulting aqueous layer was extracted with ethyl acetate and the organic layer was dried (anhydrous Na2SO4), filtered and evaporatedunder reduced pressure to obtain the crude compound 2-(pyridin-3-yl)propan-2-amine (XLVI;2.0 g crude). MS (M+1): 137. The crude material was carried forward to the next step withoutpurification.

With the rapid development of chemical substances, we look forward to future research findings about 100-54-9.

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajendra; WO2015/97121; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1010120-55-4, 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine, 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, COA of Formula: C6H5BrN4, blongs to pyridine-derivatives compound. COA of Formula: C6H5BrN4

3-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine (purchased from Mesh Mall) 30.00 g (0.14 mol) was added to a 1L three-necked bottle,4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzyl) is added thereto in this orderThiomorpholine 1,1-dioxide 58.50 g (0.15 mol), dioxane 400 ml, potassium carbonate 58.60 g (0.42 mol), water 100 ml, Pd(dppf)Cl2 5.78 g (0.007 mol).Under argon protection, the mixture was warmed to 90 C and the reaction was stirred for 16 h.After the reaction is completed, cool to room temperature, add 400 ml of dichloromethane, then wash twice with water, 800 ml each time, and concentrate the organic layer to dryness.The residue was purified by column chromatography (eluent: dichloromethane:methanol = 100:1) to give the title product as a pale yellow solid, 27.2 g, 54% yield, purity 96%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1010120-55-4, 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; China Pharmaceutical Research And Development Center Co., Ltd.; Yin Huijun; Yan Xu; Zong Libin; Dong Liuxin; Han Yachao; Xi Qingchuan; Dou Haoshuai; Mi Zhen; Yang Yan; (30 pag.)CN107880038; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55304-75-1, 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 55304-75-1, name is 2,6-Dichloro-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A DMF/water solution (1:1, 2 mL per 1 mmol of 1) of K3PO4 (1.5 mmol), Pd(OAc)2(2 mol %), and arylboronic acid 2 (2.2 mmol) was stirred at room temperaturefor 8-12 h (tlc control). After completion of the reaction, the mixture wasextracted with CH2Cl2 and the combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified bycolumn chromatography (silica gel, EtOAc/heptane = 1:4). Starting with 1(216 mg, 1.0 mmol), K3PO4 (345 mg, 2.5 mmol), Pd(OAc)2 (2 mol %), arylboronic acid (334 mg, 2.20 mmol), and solution of DMF andwater (1:1) (2 mL), 4a-f was isolated as a yield.

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 55304-75-1, 2,6-Dichloro-3-(trifluoromethyl)pyridine.

Reference:
Article; Ahmed, Shahzad; Sharif, Muhammad; Shoaib, Khurram; Reimann, Sebastian; Iqbal, Jamshed; Patonay, Tamas; Spannenberg, Anke; Langer, Peter; Tetrahedron Letters; vol. 54; 13; (2013); p. 1669 – 1672;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7 ,Some common heterocyclic compound, 183208-35-7, molecular formula is C7H5BrN2, 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.

Example G-1 : Preparation of (2S)-1-(4-(3-(3-chloro-1H-pyrrolo[2,3-b]pyridin-5-yl)-1- (tetrahydrofuran-3-yl)-1H-pyrazol-4-yl)pyrimidin-2-ylamino)propan-2-olPreparation of methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate (G-1 -1a)G-1-1 G-1 -1aA mixture of 5-bromo-1 H-pyrrolo[2,3-b]pyridine (90 g, 0.4 mol) and dppp (3 g, 0.072 mol) in DMSO (300 mL) and MeOH (300 mL) was added Pd(OAc)2 (16.5 g, 0.072 mol). The resulting mixture was degassed under N2 for 2 min and then heated to 1000C under 2 MPa of CO gas for two days. TLC (Petroleum ether: EtOAc = 4:1 ) showed the reaction was complete. The mixture was cooled and filtered then concentrated. The obtained residue was poured into ice-water. The formed solid was collected and dried in vacuum to give crude compound 5 (86.1 g, crude), which was directly used to the next reaction without further purification.

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16135-36-7, Methyl 4-aminonicotinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 4-chloro-5-isopropenyl-2 -phenyl-pyridine (1.2 g, 5.24 mmol), methyl 4- aminopyridine-3-carboxylate (795 mg, 5.225 mmol) and Cs2C03 (3.40 g, 10.435 mmol) in dioxane (30 mL) was purged with nitrogen for 30 min, followed by addition of Pd2(dba)3 (478 mg, 0.521 mmol) and xantphos (604 mg, 1.043 mmol) and again purged with nitrogen for 5 min. The reaction mixture was heated at 100 C overnight. The progress of reaction was monitored over LCMS. After completion of the reaction, the reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2×150 mL). The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford a crude product, which was purified by column chromatography on silica gel (100-200 mesh) using 20% EtOAc- hexane as eluent to obtain methyl 4-[(5-isopropenyl-2-phenyl-4- pyridyl)amino]pyridine-3-carboxylate (500 mg) as a yellow sticky semi-solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16135-36-7, Methyl 4-aminonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; PUJALA, Brahmam; SHINDE, Bharat Uttam; NAYAK, Anjan Kumar; CHAKLAN, Naveen; AGARWAL, Anil Kumar; RAMACHANDRAN, Sreekanth A.; PHAM, Son; WO2015/103355; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153034-90-3, 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. 153034-90-3, name is 2-Chloro-4-iodonicotinaldehyde, molecular formula is C6H3ClINO, 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.

According to GP1, 2-chloro-4-iodonicotinaldehyde (989 mg, 3.70 mmol), CsF (112 mg, 0.74 mmol), and t-BuMe2SiCN (784 mg, 5.60mmol) were dissolved in anhyd MeCN (3.7 mL). The reaction mixture was stirred at 25 C for 12 h. The resulting mixture was diluted with H2O (20 mL) and extracted with EtOAc (3 × 40 mL). The combined organic phases were dried (anhyd MgSO4), filtered, and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography on silica gel (i-hexane/EtOAc, 9:1 + Et3N 2%) yielding 2-(tert-butyldimethylsilyloxy)-2-(2-chloro-4-iodopyridin-3-yl)acetonitrile as a light yellow solid (1.5 g, 98%); mp 83.4-85.2 C.IR (Diamond-ATR, neat): 2955, 2859, 1636, 1548, 1472, 1337, 1302,1255, 1186, 1066, 939, 833, 781 cm-1.1H NMR (400 MHz, CDCl3): delta = 7.99 (d, J = 5.2 Hz, 1 H), 7.85 (d, J = 5.2Hz, 1 H), 6.24 (s, 1 H), 0.94 (s, 9 H), 0.31 (s, 3 H), 0.13 (s, 3 H).13C NMR (101 MHz, CDCl3): delta = 150.3, 149.9, 135.5, 132.5, 116.7,110.3, 65.2, 25.4, 18.0, -4.9, -5.1.MS (70 eV, EI): m/z (%) = 353 (28), 351 (79), 323 (52), 296 (4), 226(35), 224 (100), 209 (12), 150 (6).HRMS (EI): m/z [M – C4H9]+ calcd for C9H9ClIN2OSi: 350.9217; found:350.9210.

According to the analysis of related databases, 153034-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Castello-Mico, Alicia; Knochel, Paul; Synthesis; vol. 50; 1; (2018); p. 155 – 169;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116026-94-9 ,Some common heterocyclic compound, 116026-94-9, molecular formula is C11H14N2O3, 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 a mixture of the aldehyde (0.222 g, 1 mmol) and DMF (3 mL) was added MeI (0.178 g, 1.25 mmol) at 0 0C. NaH (0.052 g, 60% mineral oil, 1.35 mmol) was added in three portions over 15 min and the resulting yellowish suspension was stirred for an additional 60 min. The mixture was warmed to rt and quenched by the addition Of NaHCO3 (10 mL) and H2O (10 mL). The mixture was extracted with Et2O (3><1 OmL), and the combined organic layers were washed with H2O (10 mL), NaHCO3 (10 mL), brine (10 mL), and dried over Na2SO4. The product was further purified by flash chromatography (25% EtOAc in hexanes) to afford an oil (0.197 g, 84%), which was used in the next step

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. 116026-94-9, tert-Butyl (3-formylpyridin-2-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LAUTENS, Mark; YUEN, Josephine; FANG, Yuanqing; WO2008/22467; (2008); 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. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-2-chloro-3-nitropyridine

To a suspension of sodium hydride (5.31 g, 133 mmol) in 1 ,4-dioxane (250 ml), ethyl glycolate (12.56 ml, 133 mmol) was added drop wise over a period of 30 minutes ensuring that the temperature was maintained below 30C. The resulting thick suspension was stirred at room temperature for 15 minutes. In a separate 11 round- bottomed flask was added 5-bromo-2-chloro-3-nitropyridine (21 g, 88 mmol) in 1 ,4- dioxane (150 ml) to give a brown solution. The suspension of sodium hydride and ethyl glycolate was added drop wise over a period of 30 minutes at 0C. The resulting reaction mixture was heated to 80C overnight. The reaction mixture was concentrated under reduced pressure and the crude residue was purified by Biotage silica chromatography (gradient 0% to 10% ethyl acetate in n- hexanes) to give the title compound (1 .8g, 44%). N R (500 MHz, CDCI3): 8.48 (1 H, s), 8.42 (1 H, s), 5.07 (2H, s), 4.28-4.24 (2H, q), 1.31-1.28 (3H, t).

The synthetic route of 67443-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ZHANG, Lixin; TREVITT, Graham, Peter; MIEL, Hughes; BURKAMP, Frank; HARRISON, Timothy; WILKINSON, Andrew, John; FABRITIUS, Charles-Henry; WO2011/77098; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem