Day: May 25, 2021

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. 6937-03-7, name is Methyl 2-aminoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6937-03-7

To a solution of Methyl 2-aminopyridine-4-carboxylate (10.0 g, 66 mmol, 1.0 equiv) in EtOH (150 ml) was added NaHCO3 (11.1 g, 132 mmol, 2.0 equiv) followed by chloroacetaldehyde (50% by weight in water, 13.0 ml, 99 mmol, 1.5 equiv). The mixture was refluxed for 2 h. Solvents were removed under reduced pressure and the crude mixture was partitioned between water and EtOAc. The resulting precipitate was washed with Et2O and recrystallised from MeOH/Et2O to afford 8.4 g of product. 1 H NMR (400 MHz, DMSO-d6): 8.66 (1 H, d), 8.16 (2H, s), 7.80 (1 H, s), 7.33 (1 H, d), 3.90 (3H, s). MS: [M+H]+ 177.

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, 6937-03-7, Methyl 2-aminoisonicotinate.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2009/47506; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1187449-01-9, Adding some certain compound to certain chemical reactions, such as: 1187449-01-9, name is 4-Bromo-5-chloropyridin-2-amine,molecular formula is C5H4BrClN2, 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 1187449-01-9.

3-Mercaptopropionic acid 2-ethylhexyl ester (0.47 mL, 4.3 mmol) and Hunig’s base (1.4 mL, 7.9 mmol) were added to a mixture of 3-chloro-4-iodo-2-methylpyridine (1.0 g, 3.945 mmol), Pd(OAc)2 (0.044 g, 0.20 mmol) and xantphos (0.230 g, 0.40 mmol) in dioxane (13 mL, 4.0 mmol) under Ar gas. The reaction was heated to 100 C under Argon for 18 hours. The reaction was diluted in EtOAc (60 mL) and filtered through Celite. The filtrate was concentrated, and the resulting residue was purified by silica gel (5-60% EtOAc in hexanes) to provide methyl 3-((3-chloro-2-methylpyridin-4-yl)thio)propanoate (962 mg, 3.9 mmol, 99 % yield).

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. 1187449-01-9, 4-Bromo-5-chloropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; BLAKE, James F.; BOYS, Mark Laurence; CHICARELLI, Mark Joseph; COOK, Adam; ELSAYED, Mohamed S. A.; FELL, Jay B.; FISCHER, John P.; HINKLIN, Ronald Jay; MCNULTY, Oren T.; MEJIA, Macedonio J.; RODRIGUEZ, Martha E.; WONG, Christina E.; (259 pag.)WO2020/81848; (2020); 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. 1289197-78-9, name is 2-Bromo-4-chloronicotinaldehyde, the common compound, a new synthetic route is introduced below. COA of Formula: C6H3BrClNO

Example 147a 4-Chloro-2-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)nicotinaldehyde 147a A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer and reflux condenser was charged with 1,4-dioxane (50 mL), 2-bromo-4-chloronicotin-aldehyde 103a (1.4 g, 6.4 mmol), 3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one 112d (0.6 g, 3.2 mmol), Pd2(dba)3 (293 mg, 0.32 mmol), XantPhos (370 mg, 0.64 mmol), and potassium acetate (627 mg, 6.4 mmol). After three cycles of vacuum/argon flush, the mixture was heated at 80 C overnight. After this time the reaction was cooled to room temperature. It was then filtered and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with CH2Cl2/CH3OH (20:1, V/V) to afford 147a (528 mg, 50%) as a yellow solid. MS: [M+H]+ 330. 1H NMR (500 MHz, CDCl3) delta 10.09 (s, 1H), 8.37 (d, J=5.5, 1H), 7.16 (d, J=5.5, 1H), 6.25 (s, 1H), 4.29-4.32 (m, 2H), 3.83-3.86 (m, 2H), 2.96-2.99 (m, 2H), 2.77-2.78 (m, 2H), 2.00-2.07 (m, 2H), 1.83-1.85 (m, 2H)

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53547-60-7, Adding some certain compound to certain chemical reactions, such as: 53547-60-7, name is 4-Methylpyridine-2-carbaldehyde,molecular formula is C7H7NO, 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 53547-60-7.

Example 224 4-Amino-6-chloro-2-(1-(4-methyl-2-pyridyl)pentyl)thio-pyrimidine (Cpd #224) A solution of n-butyllithium (6.71 ml, 10.74 mmol, 1.3 equiv., 1.6 M in hexanes) in 60 ml of ether at 0-5 C., is treated dropwise with 4-methyl-2-pyridinecarboxaldehyde (1.0 g, 8.26 mmol, 1.0 equiv.) in 40 ml of ether over a period of 10 min. After 30 min the contents are poured into 45 ml of 3 N HCl containing 60 ml of crushed ice. The cold mixture is warmed to room temperature, stirred for 20 min, basified with 15 ml of 29% aqueous ammonium hydroxide and extracted once with ethylacetate. The organic layer is dried over anhydrous Na2 SO4 and concentrated at reduced pressure. Chromatography with 150 g of silica gel packed and eluted with ethylacetate-hexane (1:2) provided 0.364 g (24%) of 2-(1-hydroxy)pentyl-4-methylpyridine. TLC (silica gel GF): Rf =0.18 ethylacetate-hexane (1:2). 1 H NMR (CDCl3,TMS): delta 8.24 (d, 1H, J=5.05 Hz), 6.92 (s, 1H), 6.87 (d, 1H, J=4.93 Hz), 4.55 (m, 1H), 4.01 (brs, 1H), 2.23 (s, 3H), 1.75-1.45 (m, 2H), 1.34-1.12 (m, 2H), 1.34-1.12 (m, 4H), 0.76 (t, 3H, J=7.19 Hz).

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. 53547-60-7, 4-Methylpyridine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-89-9, Adding some certain compound to certain chemical reactions, such as: 13534-89-9, name is 2,3-Dibromopyridine,molecular formula is C5H3Br2N, 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 13534-89-9.

General procedure: 2,5-dibromopyridine (119 mg, 0.50 mmol), phenylacetylene (61 mg, 0.6 mmol), i-Pr2NH (101 mg, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %), and CuI (9.5 mg, 5 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at reflux under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 200:1) to give the desired product 3i (117 mg, 91%) as a white solid.

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. 13534-89-9, 2,3-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Bin; Chen, Rener; Jiang, Huajiang; Zhou, Qizhong; Qiu, Fangli; Han, Deman; Li, Rongrong; Tang, Wenyuan; Zhong, Aiguo; Zhang, Jie; Yu, Xiaochun; Tetrahedron; vol. 72; 22; (2016); p. 2813 – 2817;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 571189-49-6, Adding some certain compound to certain chemical reactions, such as: 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine,molecular formula is C10H16N4, 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 571189-49-6.

Example 39N-( 1 -MethylethyD-2- [(5 -methyl-2- { [5 -(4-methyl- 1 -piperazinyl)-2-pyridinyll amino I -4- pyrimidinvDaminolbenzamideA solution of 5 -(4-methyl- l-piperazinyl)-2-pyridinamine (0.29g, 0.00 lmol), Intermediate 3 (0.36 g, 1.0 mmol), Cs2CO3 (1.84g, 5 mmol), and XANTPHOS (0.089 g, 0.15 mmol) in dioxane was degassed for ~15 mins. To the degassed solution was added Pd(OAc)2 (0.023 g, 0.10 mmol). The reaction mixture was heated to 70 0C for 48 h. The reaction mixture was diluted with water and extracted with CH2Cl2. The combined organic extracts were washed with brine and concentrated to a orange residue. The residue was dissolved in 50:50 H2O(0.1% TF A)ICH3CN, the solution was injected onto the Varian RP Cl 8 HPLC 5 to 95 40 min run. The impure product was concentrated and subjected to flash chromatography CH2Cl2 to 90:10:1 CHCl3:MeOH:NH4OH. Again impure product was collected. The impure material was dissolved in 0.5 mL of CH3CN and injected onto the Gilson RP Polaris C18 HPLC 5 to 60 H2O:CH3CN (0.1%TFA). The oily residue was dissolved in CH3CN and precipitated with Et2O (9 mg). 1H NMR (400 M Hz, CD3OD) delta 1.26 (d, J= 6.6 Hz, 6H), 2.33 (d, J= 1.0 Hz, 3H), 3.01 (s, 3H), 3.16 (m, 2H), 3.31 (m, 2H), 3.67 (m, 2H), 3.88 (m, 2H), 4.23 (m, IH), 7.18 (dd, J= 9.1, 0.5 Hz, IH), 7.33 (m, IH), 7.64 (m, IH), 7.70 (dd, J= 9.1, 3.0 Hz, IH), 7.81 (dd, J= 7.8, 1.3 Hz, IH), 7.93 (d, J= 1.3Hz, IH), 8.13 (d, J= 2.5Hz, IH), 8.72 (dd, J= 8.3, 1.3 Hz, IH). LC-MS (ES) m/z = 461 (M+H)+.

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. 571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/147831; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 88912-25-8, 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. 88912-25-8, name is 4,6-Dichloropicolinic acid. A new synthetic method of this compound is introduced below.

Preparation of 1-72: A stirred solution of 1-71 (20.0 g, 104.1 mmol) in CH3OH (200 mL) was charged with cone H2SO4 (1.0 mL) at RT. The reaction mixture was heated at 70C for 2 h. The reaction mixture was concentrated under reduced pressure, diluted with EtOAc (100 mL) and poured into saturated NaHCC solution (80 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 chi 150 mL). The combined organic layer was washed with water (100 mL) and brine (100 mL). The organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to afford 1-72 as a liquid. (0264) MS (MM) m/z 207.1 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-25-8, 4,6-Dichloropicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; IOMET PHARMA LTD.; MERCK SHARP & DOHME CORP.; COWLEY, Phillip, M.; MCGOWAN, Meredeth Ann; BROWN, Thomas, J.; HAN, Yongxin; LIU, Kun; PU, Qinglin; WISE, Alan; ZHANG, Hongjun; ZHOU, Hua; (70 pag.)WO2017/189386; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 94413-70-4, 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. 94413-70-4, name is 4-(Aminomethyl)-2-methylpyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 10 Reduction of 4-Cyano-2-methylpyridine The first-described method of Example 6 was used with isolation by distillation. The spectroscopic properties of the product were consistent with 2-methyl-4-pyridinemethanamine (81% yield): nmr (D2O, ppm) 3.55 (S,3), 3.96 (S,2), 4.61 (S,2), 7.0-8.1 (m,3); ir (nujol mull, cmmin1) 3000-3300, 1515, 1475.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94413-70-4, 4-(Aminomethyl)-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; REILLY INDUSTRIES, INC.; EP161737; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15069-92-8, 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.15069-92-8, name is 5-Hydroxypicolinic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.

EXAMPLE I-24 Preparation of 2-amino-5-pyridinol By substituting 139.0 g of 5-hydroxypicolinic acid for the 4-hydroxypicolinic acid in example 1 (a), (b) and (c), there is obtained 2-amino-5-pyridinol, as a colorless, granular solid.

Statistics shows that 15069-92-8 is playing an increasingly important role. we look forward to future research findings about 5-Hydroxypicolinic acid.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4022897; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19621-92-2 ,Some common heterocyclic compound, 19621-92-2, molecular formula is C6H5NO3, 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: The complex [RuH(CO)(6-OH-py-2-COO)(PPh3)2] (1) was synthesized by the reaction between [RuHCl(CO)(PPh3)3] (0.2 g, 2.0 × 10-4 mol) and 6-hydroxypyridine-2-carboxylic acid (0.031 g, 2.2 × 10-4 mol), and the complex [Ru(3-OH-py-2-COO)2(PPh3)2] (2) was synthesized by the reaction between [RuCl2(PPh3)3] (0.2 g, 2.0 × 10-4 mol) and 3-hydroxypyridine-2-carboxylic acid (0.061 g, 4.4 × 10-4 mol). The mixtures of the compounds were refluxed in methanol (60 mL) for 3 h. After this time, they were cooled and filtered. Crystals suitable for X-ray crystal analysis were obtained by slow evaporation of the reaction mixtures.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19621-92-2, its application will become more common.

Reference:
Article; Ma?ecki; Krompiec; Maro?; Penkala; Polyhedron; vol. 48; 1; (2012); p. 21 – 30;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem