Day: April 19, 2022

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. 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, 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. name: 2-(Bromoacetyl)pyridine hydrobromide

[0284] 7V-(3-Methylphenyl)-4-(2-pyridinyl)-l,3-thiazol-2-amine (68). A mixture of bromoketone hydrobromide 67 (0.96 g, 3.4 mmol) and 3- methylphenylthiourea (4) (0.57 g, 3.4 mmol) in EtOH (25 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (40 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 0 0C for 1 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with EtOAc, to give amine 68 (0.74 g, 81%) as a cream powder: mp (EtOAc) 164-166 0C; 1H NMR delta 10.20 (br s, 1 H, NH), 8.58 (ddd, J= 4.7, 1.7, 0.8 Hz, 1 H, H-6′), 7.99 (dt, J= 7.9, 0.9 Hz, 1 H, H-3′), 7.99 (ddd, J= 7.9, 7.5, 1.8 Hz, 1 H, H-4′), 7.58 (br d, J= 8.1 Hz, 1 H, H- 6′), 7.52 (s, 1 H, H-5), 7.47 (br s, 1 H, H-2″), 7.31 (ddd, J= 7.5, 4.7, 1.2 Hz, 1 H, H-5′), 7.24 (t, J= 7.8 Hz, 1 H, H-5″), 6.80 (br d, J= 7.5 Hz, 1 H, H-4″), 2.33 (s, 3 H5 CH3); 13C NMR delta 163.3, 152.0, 150.2, 149.3, 141.0, 138.0, 137.1, 128.8, 122.4, 122.0, 120.2, 117.4, 114.0, 106.5, 21.2; MS m/z 268.4 (MH+, 100%). Anal, calcd for Ci5Hi3N3: C, 67.39; H, 4.90; N, 15.72. Found: C, 67.13; H, 5.10; N, 15.67%.

With the rapid development of chemical substances, we look forward to future research findings about 17570-98-8.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13296-04-3, 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 13296-04-3 as follows.

B. Preparation of N-[4-(pyridin-4-yl)phenyl]-2-(2-fluorophenyl)-2-(4- chlorophenylaminocarbonylamino)-acetamide; [0367] To a solution of 2-fluororhohenylglycine (0.157 g, 0.930 mmol) in DMF (4 mL), 4- chlorophenylisocyanate (0.143 g, 0.930 mmol) was added. The mixture was stirred at room temperature overnight. To the solution, 4-(pyridin-4-yl)phenylamine (0.150 g, 0.880 mmol) was added, followed by addition of EDC (0.339 g, 1.77 mmol). The mixture was then stirred EPO at room temperature overnight. It was concentrated in vacuo. The residue was dissolved in CH3CN. H2O was then added to induce precipitation. The precipitates were collected by filtration (0.215 g). MS 475.1 and 477.1 (M+H, Cl pattern).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13296-04-3, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2006/63113; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58553-48-3, 5-(Hydroxymethyl)picolinonitrile, 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, 58553-48-3, blongs to pyridine-derivatives compound. Quality Control of 5-(Hydroxymethyl)picolinonitrile

5- (Hydroxymethyl) pyridine-2-carbonitrile (4 g, 0.03 mol; see step (ii) above) was dissolved in 25 mL of methylene chloride and cooled in an ice bath. [MESYL] chloride (2.32 mL, 0.0300 mol) and then triethylamine (4.6 mL, 0.033 mol) were added dropwise. The reaction mixture was stirred and after work up the crude mesylate was treated with NaN3 (7.35 g, 0. [113 MOL)] in 20 mL of DMF. The reaction mixture was stirred at [40C] for 2 h, diluted with water and extracted with ethyl acetate. The organic layer was concentrated to yield 3.95g (83%) of the crude azide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58553-48-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2003/101956; (2003); 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. 1072438-56-2, name is Methyl 6-(aminomethyl)nicotinate hydrochloride, the common compound, a new synthetic route is introduced below. Computed Properties of C8H11ClN2O2

Intermediate 8: methyl 6-(f r(4-chlorophenyl)sulfonyllaminolmethyl)nicotinate A cooled (0 0C) solution of methyl-6-aminomethyl pyridine-3-carboxylate.HCI (700 mg; 3.45 mmol) and triethylamine (0.96 ml; 6.91 mmol) in DCM (14 ml) was treated with a solution of4-chlorobenzenesulfonyl chloride (729 mg; 3.45 mmol) in DCM (10 mL). After stirring for 20 h, the mixture was diluted with DCM and washed with water and sat. NaHCO3 solution. The organic phase was separated, dried over magnesium sulfate, filtered and concentrated to give solid, which was crystallised from DCM/Cyclohexane to afford the title compound as a grey solid (524mg, 45 %).1 H NMR (DMSO-c/6, 300MHz): 8 8.91 (1 H, d, J = 1 .5 Hz), 8.54 (1 H, t, J = 6.5 Hz), 8.23 (1 H, dd, J = 8.0 Hz, J = 2.0 Hz), 7.76 (2H, d, J = 8.5 Hz), 7.62 (2H, d, J = 8.5 Hz), 7.50 (1 H, d, J =8.0 Hz) 4.21 (2H, d, J = 6.5 Hz), 3.88 (3H, s). MS (ESI+): 341.1 . HPLC (Condition A): Rt 3.37 min (HPLC purity 97.7%).

The synthetic route of 1072438-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; WO2009/124962; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 868551-30-8, Methyl 4-methyl-5-nitropicolinate, 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, HPLC of Formula: C8H8N2O4, blongs to pyridine-derivatives compound. HPLC of Formula: C8H8N2O4

To a solution of methyl 4-methyl-5-nitropicolinate (810 mg, 4.1 mmol) in ethanol (150 ml) was added palladium on carbon (10 wt.%, 85 mg, 4.1 mmol) at room temperature. Hydrogenation was carried out in a parr shaker at 45 psi for 3 h. Additional palladium on carbon was added (170 mg) and the reaction was continued at 39 psi for 23 h. The mixture was filtered through CELITE and concentrated to provide methyl 5-amino-4-methylpicolinate, which was directly used in the next step without further purification. LC-MS (IE, m/z): 167 [M + 1]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,868551-30-8, Methyl 4-methyl-5-nitropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71670-70-7 ,Some common heterocyclic compound, 71670-70-7, molecular formula is C7H9Cl2N, 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 7-chloro-N-((1S,2S)-2-hydroxycyclohexyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (Intermediate 17), (270 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (180 mg) and cesium carbonate (689 mg) in DMF (3 mL) was stirred at rt overnight. The crude product was purified by prep. LCMS then azeotroped with DCM to remove the residual AcOH to give the desired compound (141 mg). LCMS: m/z 399.20 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.04-1.67 (m, 4H) 1.79 (d, J=9.2 Hz, 2H) 1.97-2.21 (m, 2H) 2.32 (s, 3H) 3.56 (td, J=9.9, 4.5 Hz, 1H) 3.79-4.00 (m, 1H) 5.61-5.98 (m, 2H) 6.69 (d, J=8.0 Hz, 1H) 7.17 (d, J=5.1 Hz, 1H) 7.41 (d, J=7.7 Hz, 1H) 8.14 (s, 1H) 8.35 (d, J=5.1 Hz, 1H) 8.41 (s, 1H) 9.04 (d, J=6.5 Hz, 1H)

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. 71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Example 92 Synthesis of 2-amino-5-cyclopropylnicotinonitrile. To a mixture of 2-amino-5-bromonicotinonitrile (1 g, 5.1 mmol), cyclopropylboronic acid (647 mg, 7.6 mmol) and K3PO4 (3.78 g, 17.85 mmol) in toluene/H2O (20 mL/2 mL) was added Pd(OAc)2 (114 mg, 0.51 mmol) and SPhos (209 mg, 0.51 mmol). The mixture was stirred at 95 C. for 16 h. The reaction was cooled to RT and the reaction residue was filtered. The filtrate was concentrated to give the crude product which was purified by silica gel chromatography (EA/PE=4/1) to give 2-amino-5-cyclopropylnicotinonitrile (570 mg, yield: 71%) as a yellow solid. ESI-MS [M+H]+: 160.1.

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, 709652-82-4, 2-Amino-5-bromonicotinonitrile.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 97944-43-9, 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. 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine, molecular formula is C6H7BrN2, 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.

General procedure: A mixture of 1-38 (350 mg, 1.471 mmol), isoprenylboronic acid pinacol ester [126726- 62-3] (414.632 pL, 2.21 mmol) and Pd(PPh3)4 (169.937 mg, 0.15 mmol) in NaEC03 sat. solution (2 mL) and l,4-dioxane (3.76 mL, 44.1 mmol) was stirred and heated under nitrogen atmosphere for 15 min at 130 C in a MW. The mixture was treated with sat. NaHC03 and extracted with EtOAc. The organic layer was separated, dried (MgS04), filtered and the solvents were evaporated in vacuo. The product was purified flash column chromatography (silica, heptane/EtOAc, gradient from 100/0 to 50/50) to obtain 1-39 (205 mg, 92%) as a colourless oil.

According to the analysis of related databases, 97944-43-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-4-nitropyridine

[ STEP C] To a mixture of 234 (6g, 0. 029mol), [PDCL2] (Ph3) 2 (620mg, 3 mol%), Cul (338mg, 6 mol%) under an atmosphere of nitrogen was added diisopropylethylamine (100 mL). The resulting mixture was stirred at ambient temperature for several minutes before the introduction of TMS acetylene (6. 3ml, [1.] [5EQUIV).] The contents were then heated at [60C] for 24 hours. The solvent was removed under reduced pressure and the crude material filtered through silica gel column (hexanes: EtOAc 10: 1) to give 236 as a yellow solid, 4.9 gm [(76%).]

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, 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2004/18463; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 131747-53-0, 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 131747-53-0, name is (6-(Trifluoromethyl)pyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 (6-Trifluoromethylpyridin-2-yl) methanol (760 mg, 4.3 mmol) was dissolved in CH2C12 and THIONYL chloride was added slowly at room temperature. The reaction mixture was stirred at room temperature for 4 h. Solvent was removed under the reduced pressure, the pH was adjusted to 5, and the product was extracted with EtOAc. Purification by flash column (5% EtOAc-Hexane) gave 2-chloromethyl-6-trifluoromethylpyridine (200 mg) as a white solid.

According to the analysis of related databases, 131747-53-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/28429; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem