Tag: M.W:200-300

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. 603301-02-6, name is 7-Bromofuro[3,2-c]pyridin-4(5H)-one. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

227.1 7-Bromo-5-(2-(quinolin-2-yl)ethyl)furo[3,2-c]pyridin-4(5H)-one DIAD (4.91 mmol, 992 mg) was added dropwise to PPh3 (753 mg, 2.80 mmol) in 20 mL of THF. The mixture was stirred for 30 min. Then 7-bromofuro[3,2-c]pyridine-4(5H)-one (300 mg, 1.402 mmol) was added followed by the addition of 2-(quinolin-2-yl)ethanol (243 mg, 1.402 mmol). The reaction mixture was stirred overnight at room temperature. The reaction mixture was extracted with water/ethyl acetate. The organic phase was extracted with 1N HCl. The acidic aqueous phase was basified with 1N NaOH and extracted with DCM. The organic phase was extracted with water, dried over MgSO4, filtered, concentrated and purified by chromatography to give the title compound as white solid (119 mg, 23%).

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, 603301-02-6, 7-Bromofuro[3,2-c]pyridin-4(5H)-one.

Reference:
Patent; AbbVie Inc.; Abbott GmbH & Co. KG; Geneste, Herve; OCHSE, Michael; DRESCHER, Karla; TURNER, Sean; BEHL, Berthold; LAPLANCHE, Loic; DINGES, Juergen; JAKOB, Clarissa; BLACK, Lawrence; US2013/116233; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 861673-68-9, name is 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine. A new synthetic method of this compound is introduced below., name: 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine

A solution of 2-(2-tert-butylphenoxy)pyridin-3-amine (342 mg, 1.41 mmol) in dry THF (5 mL) was cooled at 0 C. and treated successively with n-BuLi (1.6M, 0.89 mL, 1.42 mmol) and chloropyrazine (90 mg, 0.79 mmol). After stirring at 23 C. for 24 h, the reaction was diluted with AcOEt. The organic solution was washed with H2O, dried (MgSO4) and concentrated to give crude material. Purification by flash chromatography (silica, CH2Cl2) provided Example 216 (40 mg, 16%) as a yellow foam. (M+H)+=320; 1H NMR (400 MHz, CDCl3) delta ppm 1.43 (s, 9 H), 7.00 (dd, J=7.8, 1.3 Hz, 1 H), 7.04 (dd, J=8.1, 5.0 Hz, 1 H), 7.37 (dt, J=7.3, 1.3 Hz, 1 H), 7.25 (dd, J=7.9, 1.8 Hz, 1 H), 7.29 (bs, 1 H), 7.50 (dd, J=8.1, 1.8 Hz, 1H), 7.82 (dd, J=5.1, 1.8 Hz, 1 H), 8.11 (bs, 1 H), 8.24 (bs, 1 H), 8.84 (dd, J=8.1, 1.8 Hz, 1 H).

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, 861673-68-9, 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine.

Reference:
Patent; Sutton, James C.; Pi, Zulan; Ruel, Rejean; L’Heureux, Alexandre; Thibeault, Carl; Lam, Patrick Y. S.; US2006/173002; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 71701-92-3, 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 71701-92-3 as follows.

n-BuLi (1.57M solution in hexane; 64 mL, 0.10 mol) is added dropwise to a solution of 3- bromo-2-chloro-5-trifluoromethylpyridine (20.00 g, 0.077 mol), DMF (7.72 mL, 0.10 mol) in toluene (400 mL) at -65C. After stirring at the same temperature for 30 min, the mixture is quenched by addition of 1 N HCI and extracted with ethyl acetate. The organic layer is washed with water, brine, dried over magnesium sulfate, filtered and concentrated to give crude 2-chloro-5-trifluorornethylpyridine-3-carbardehyde.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71701-92-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153034-78-7 ,Some common heterocyclic compound, 153034-78-7, molecular formula is C6H5FIN, 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.

4-Chloro-3,5- dinitro-benzonitrile (200 mg, 0.88 mmol), 2-fluoro-3-iodo-5-picolione (208 mg, 0.88 mmol), and copper (45 mum powder, 168 mg, 2.6 mmol) were combined in DMF (2 mL) in a sealed tube purged with nitrogen. The reaction was heated at 150 C for 30 min in the microwave. The reaction was diluted with acetone and the solids were removed by filtration. The solution was concentrated in vacuo. The crude product was purified by silica gel chromatography (80% CH^CVhexanes) to provide the title compound as a faintly yellow solid (119 mg, 45%), which was slow to crystallize. 1H NMR (400 MHz, CDCl3): delta 8.50 (s, 2H), 8.16 (d, IH, J = 1.2 Hz), 7.42 (dd, IH, J = 8.8, 2.0 Hz), 2.38 (s, 3H). MS (ES) [m+H] calc’d for Ci3H7FN4O4, 303; found 303.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153034-78-7, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/129401; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13959-02-9, 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 13959-02-9, name is 3-Bromoisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3.98 g of the acid obtained in the previous step (20 mmol, 1 eq.) in 50 ml of methanol is reflux heated in the presence of 4 ml of concentrated sulfuric acid. The mixture is allowed to return to ambient temperature and extracted 3 times with ethyl acetate. The organic phase is dried on Na2SO4 and the solvent is evaporated. 2.65 g (62percent) of esterified product is obtained. NMR (1H, CDCl3): 4.02 (s; 3H), 7.64 (d, J=4.9 Hz; 1H), 8.63 (d, J=4.9 Hz; 1H), 8.88 (s; 1H).

According to the analysis of related databases, 13959-02-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 86129-63-7 ,Some common heterocyclic compound, 86129-63-7, molecular formula is C9H9Cl2NO2, 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.

Step 3. Preparation of 2-chloro-4-methoxy-6-methyl-nicotinic acid ethyl ester (B17-3): A solution of B17-2 (30 g, 128.2 mmol) in methanol (102 mL) was cooled to 0 C. and treated portion-wise over 30 minutes with NaOMe (8.5 g, 157.4 mmol). The reaction mixture was then heated at 60 C. for 5 hours. The reaction mixture was cooled to 25 C., filtered, and concentrated. The resultant residue was diluted with DCM (350 mL), filtered through a Celite bed, and washed with DCM. The combined filtrates were concentrated, and the resultant residue was purified by chromatography (silica gel; 6% EtOAc in petroleum ether as eluting solvent) to provide B17-3 as a pale yellow solid. Yield: 20.62 g, 70%. 1H NMR (CDCl3): delta 6.66 (s, 1H), 4.4 (q, 2H), 3.95 (s, 1H), 3.92 (s, 3H), 2.52 (s, 3H) and 1.38 (t, 3H). Mass: (M+1) 230 calculated C10H12ClNO3.

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. 86129-63-7, Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US2009/54395; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113682-56-7 ,Some common heterocyclic compound, 113682-56-7, molecular formula is C16H12N2, 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.

0.02 mmol of copper nitrate trihydrate was dissolved in 2 mL of dimethylformamide,Placed in a glass test tube having a diameter of 5 mm,A solution of 0.01 mmol of terephthalic acid and 0.02 mmol of 4,4 ‘- (1,4-phenylene) dipyridine in 2 mL of methanol was gently laminated thereon,The glass test tube was placed in a container containing buffer material so as not to give vibration for 14 days and it was left to stand.Synthesis was carried out in the same manner as in Example,A single crystal was not obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113682-56-7, its application will become more common.

Reference:
Patent; NIPPON STEEL & SUMITOMO METAL CORPORATION; KYOTO UNIVERSITY; KAJIRO, HIROSHI; TOKUMARU, SHINJI; KITAGAWA, SUSUMU; MATSUDA, RYOTARO; SATO, HIROSHI; JEON, HYUNG JOON; (25 pag.)JP2016/20318; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13472-61-2, Adding some certain compound to certain chemical reactions, such as: 13472-61-2, name is 5-Iodo-2-methoxypyridine,molecular formula is C6H6INO, 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 13472-61-2.

To a 25-mL flask equipped with a magnetic stir bar and a condenser crowned with argon balloon, charged with a mixture of anhydrous DMF (4 mL) and 5-iodo-2-methoxypyridine (0.99 g, 0.042 mmol), degassed for 2 h using a stream of argon slowly bubbled through the solution at rt. during vigorous stirring, phenylacetylene (0.055 mmol), Pd(PPh3)2Cl2 (38 mg), CuI (8 mg) were added. Subsequently anhydrous Et3N (1.5 mL) was added over 10 minutes and the mixture was heated at 50 C for 90 minutes. After this time the reaction mixture was cooled to rt. and aqueous saturated NaCl (10 mL) was added, the mixture was extracted with ethyl acetate (3 x 50 mL) and the combined organic layers were washed with brine (5 mL), dried over MgSO4 and filtered through the pad of Celite. Concentration in vacuo and purification by flash column chromatography (silica gel, n-hexane : ethyl acetate 9 : 1) yielded 1d in 90% yield as colourless oil.

According to the analysis of related databases, 13472-61-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sos?nicki, Jacek G.; Struk, ?ukasz; Idzik, Tomasz; Maciejewska, Gabriela; Tetrahedron; vol. 70; 45; (2014); p. 8624 – 8635;,
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.130721-78-7, name is tert-Butyl (4-chloropyridin-2-yl)carbamate, molecular formula is C10H13ClN2O2, molecular weight is 228.68, as common compound, the synthetic route is as follows.Formula: C10H13ClN2O2

To a stirred solution of compound 5-(5- chloro-2-fluorophenyl)-6-methoxy-N2,N2-dimethylpyridine-2, 3-diamine (0.5 g, 1.69 mmol, 1.0 eq) and tert-butyl (4-chloropyridin-2-yl)carbamate (0.463 g, 2.02 mmol, 1.2 eq) in dioxane (20 mL) was added Cs2C03 (2.20 g, 6.76 mmol, 4.0 eq) at rt. The resulting mixture was purged with nitrogen for 10 min followed by addition of Pd2(dba)3 (0.185 g, 0.20 mmol, 0.12 eq) and xantphos (0.146 g, 0.25 mmol, 0.15 eq), again purged with nitrogen for 10 min. The reaction mixture was heated at l30C for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was filtered through celite, the residue was washed with EtOAc (10 mL). The filtrate was concentrated and purified by combi flash chromatography [silica gel 100-200 mesh; elution 0-10 MeOH in DCM] to afford the desired compound (150 mg, 22.83%) as brown solid. LCMS: (M+l)+ 388.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130721-78-7, tert-Butyl (4-chloropyridin-2-yl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; INTEGRAL BIOSCIENCES PVT. LTD.; PUJALA, Brahmam; PENDHARKAR, Dhananjay; AGARWAL, Anil Kumar; KUMAR, Varun; ARYA, Satish Kumar; CHAKRAVARTY, Sarvajit; (0 pag.)WO2020/12357; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5371-70-0, 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. 5371-70-0, name is Dimethyl 4-chloropyridine-2,6-dicarboxylate. A new synthetic method of this compound is introduced below.

Sodium iodide (39 g, 262 mmol) was added to a solution of compound 10 (6.0 g, 26.2 mmol) in anhydrous acetonitrile (140 mL) and the mixture was ultrasonicated for 20 minutes. Acetyl chloride (5.55 mL, 78.6 mmol) was added to this mixture, and the mixture was ultrasonicated for 5 hours. Saturated sodium bicarbonate solution (75 mL) was added to this solution, cooled to 0 C., followed by addition of water (100 mL). The mixture was extracted with ethyl acetate (2¡Á50 mL) and the organic phases were combined, washed with 0.2 M thiosulfate solution and finally dried over sodium sulfate, filtered and then concentrated under reduced pressure. Methanol (40 mL) was added to this residue, and the mixture was stirred for 20 minutes and then filtered to give a white solid identified as compound 11. The product was sufficiently pure to be used in the rest of the synthesis without further purification (6.9 g, 82%). 1H NMR (300 MHz, CDCl3) delta: 8.68 (s, 2H), 4.05 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5371-70-0, its application will become more common.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem