Pyridine-derivatives

Electric Literature of 84249-14-9, 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.84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.

To a solution of 258-1 (2.477 g, 14.3 mmol) in THF (40 ml) is added AU-1 (2.20 ml, 15.8 mmol), and the mixture is heated at reflux for 2 h. A solution of TEA (5 ml) in ethanol (15 ml) is added. After stirring for 2 h at 80 C, the mixture is cooled to ambient temperature, and filtered. The residue is dissolved in EtOAc, washed with water, and concentrated. The residue is purified on SiO2 (0-70% EtOAC in heptane) to give 258-2.

Statistics shows that 84249-14-9 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-bromopyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67515-76-8, Adding some certain compound to certain chemical reactions, such as: 67515-76-8, name is Methyl 5-aminopicolinate,molecular formula is C7H8N2O2, 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 67515-76-8.

A mixture of the methyl 5-aminopicolinate (456 mg, 3 mmol), 2-(chloromethyl)oxazole (354 mg, 3 mmol) in H2O (10 ml) was stirred at 80 C. under N2 atmosphere for overnight. The mixture was concentrated to get a residue, which was washed by Prep-TLC to afford methyl 5-(oxazol-2-ylmethylamino)picolinate (140 mg, 20%) as a yellow 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. 67515-76-8, Methyl 5-aminopicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; van Duzer, John H.; Mazitschek, Ralph; (23 pag.)US2018/127356; (2018); 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. 72990-37-5, name is 3-Chloroisonicotinaldehyde. A new synthetic method of this compound is introduced below., name: 3-Chloroisonicotinaldehyde

Preparation example 412: (E)-ethyl 3-(3-chl or opyr idiii-4-yl ) aery late 3-chloroisonicotinaldehyde (Preparation example 411, 0.54g, 3.79mmol) was dissolved in benzene. At the room temperature, triethyl phosphoacetate (753 f , 3.79mmol) and potassium tert-but oxide (468 mg, 4.17 mmol) were added and stirred. When the reaction was completed, the obtained product was washed with water and ethylacetate (EA) . Then, the organic layer was dehydrated with anhydrous magnesium sulfate (MgS04), filtrated, and concentrated under reduced pressure. The crude compound was purified by a silica gel column to produce the title compound (0.57g, 70~90%) . LH NMR (400MHz, CDC13) delta 1.40 (t, J = 12, 3H) 4.13 (q, J = 6.6, 2H) 6.61(d, J = 16.0, 1H).7.46 (cl, J = 16.0, 1H) 7.97 (d J = 8.0, 1H) 8.51 (d, J – 4.0, 1H) 8.66 (s, 1H)

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, 72990-37-5, 3-Chloroisonicotinaldehyde.

Reference:
Patent; BIO-PHARM SOLUTIONS, CO., LTD.; CHOI, Yong Moon; WO2015/88271; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 677728-92-6 ,Some common heterocyclic compound, 677728-92-6, molecular formula is C6H4FNO, 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.

[1275] 6-morpholinonicotinaldehyde : To a solution of 6-fluoronicotinaldehyde (0.5 g, 4 mmol, 1 eq) in DMF (15 mL) was added slowly K2CO3 (0.82 g, 6 mmol, 1.5 eq) and morpholine (0.4 mL, 4.8 mmol, 1.2 eq) at 0C. The mixture was stirred at 110C. for 16 h under N2 atmosphere. TLC (50% EtOAc in hexane) showed the reaction was completed. The reaction was cooled to room temperature and was concentrated under reduced pressure, and then the crude was diluted with EtOAc (150 mL), washed with water (215 mL). The organic layer was dried over anhydrous Na2SO4, concentrated under reduced pressure to crude product, The crude was purified by flash chromatography using 20-25% EtOAc in hexane as an eluent to give 6-morpholinonicotinaldehyde. 1H NMR (400 MHz, CDCl3) delta ppm 3.66 (s, 8H), 6.92 (d, J=9.2 Hz, 1H), 7.87-7.89 (m, 2H), 9.73 (s, 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. 677728-92-6, 2-Fluoropyridine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (2019); 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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.Recommanded Product: 2-Fluoro-3-iodopyridine

To a solution of 40% METHYLAMINE in water (60 mL) was added 2-fluoro-3-iodo- pyridine (2.0 g, 8.97 MMOL), and the reaction mixture was refluxed under argon for 4 h. The cooled reaction was diluted with ethyl acetate and water. The organic layer was washed with water, brine, and dried. The solvent was evaporated under reduced pressure to give 1.70 g (81.0%) of crude PRODUCT. H-NMR (ACETONE-D6) 8 8.06 (dd, J = 4.8, 1. 5 Hz, 1H), 7.89 (dd, J = 7. 2, 1. 8 Hz, 1H), 6.34 (m, 1 H), 5.60 (broad, s, 1H), 2.94 (d, J = 4.5 Hz, 3H); Rf = 0.68 (30% ethyl acetate-hexane).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, 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, 717106-69-9, blongs to pyridine-derivatives compound. COA of Formula: C8H8ClNO2

A solution of 1.45 g (7.84 MMOL) of Preparatory Compound A in 10 mL of 40% aqueous METHYLAMINE in acetonitrile was stirred vigorously at room temperature (about 22 C) and monitored by reverse-phase chromatography until the reaction was complete. The solvents were removed under reduced pressure and the solid residue dried in a vacuum oven at 50 C overnight to give 1.39 g (96%) of Preparatory Compound B, 2- (6-CHLORO-3-PYRIDINYL)-N-METHYLACETAMIDE, as a light brown solid : H NMR (CDC . S) 8 8.30 (d, J = 3.0 Hz, i H), 7.68 (dd, J = 3.0 and 8.0 Hz, 1 H), 7.34 (d, J = 8.0 Hz, 1 H), 5.50 (bs, 1 H), 3.54 (s, 2H), 2.83 (d, J = 4.8 Hz, 3H) ppm. GCMS: (EI) m/z 184 (M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,717106-69-9, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; WO2004/57960; (2004); A2;,
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. 106850-34-4, name is Imidazo[1,2-a]pyridine-6-carbonitrile, the common compound, a new synthetic route is introduced below. name: Imidazo[1,2-a]pyridine-6-carbonitrile

Nitrogen was bubbled for five minutes into a stirred mixture of 2-chloro-4- methoxypyrimidine (1.14 g, 7.9 mmol), imidazo[1 ,2-a]pyridine-6-carbonitrile (Preparation 1 , 0.75 g, 5.2 mmol), potassium carbonate (1.45 g, 10.5 mmol) and triphenylphosphine (0.55 g, 2.1 mmol) in 1 ,4-dioxane (10 mL) and ethanol (5 mL) in a microwave vessel. Then palladium (II) acetate (0.24 g, 1.1 mmol) was added and the vessel was sealed and subjected to microwave irradiation for 2 hours at 150 C. The reaction was repeated 5 further times under the same conditions and the six experiments were combined and the solvent was evaporated. The residue was taken up in a mixture of ethyl acetate and water and filtered to remove an insoluble black solid. The organic layer was separated and extracted with 2M aqueous hydrochloric acid (3 x 80 mL). The combined aqueous layer was washed with diethyl ether and then treated with solid sodium hydrogencarbonate until a pH of approximately 6 was reached. The solid that formed was filtered and dried in vacuum to give a first crop of the title compound (2.65 g). The insoluble black solid was treated with 2M aqueous hydrochloric acid (2 x 60 mL) and filtered. The aqueous solution was treated with solid sodium hydrogencarbonate until a pH of approximately 6 was reached. The solid that formed was filtered and dried in vacuum to give a second crop of the title compound (0.77 g). Total yield = 3.42 g (43%).LRMS (m/z): 252 (M+1)+.1H-NMR delta (DMSO-cfe): 4.08 (s, 3H), 6.88 (d, 1 H), 7.76 (dd, 1 H), 7.95 (dd, 1 H), 8.63 (s, 1 H), 8.67 (d, 1 H), 10.39 (bs, 1 H).

The synthetic route of 106850-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); 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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 6602-32-0

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

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, 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 118650-08-1, Adding some certain compound to certain chemical reactions, such as: 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate,molecular formula is C8H8BrNO2, 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 118650-08-1.

Step 2: methyl 2-(5-bromopyridin-3-yl)acetate Ex.12a (303 mg, 1 .32 mmol), 1-(piperazin-1-yl)ethan-1-one (247 muIota_, 1 .98 mmol) and Cs2C03 (644 mg, 1.98 mmol) were charged to a screw cap tube, dry toluene (4 mL) was added and the mixture was degassed by nitrogen bubbling for 5 min. Then Pd2(dba)3 (60 mg, 0.07 mmol) and XPhos (63 mg, 0.13 mmol) were incorporated and the reaction Ex.12b mixture was stirred at 110 C for 16h. The reaction mixture was cooled to r.t, diluted with EtOAc and water. The two phases were separated. The organic layer was dried over MgS04, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Heptane/EtOAc from [100:0] to [0:100]. The product fractions were combined and concentrated to dryness to afford methyl 2-[5-(4-acetylpiperazin-1-yl)pyridin-3-yl]acetate Ex.12b (97 mg, 13%) as yellow oil.

According to the analysis of related databases, 118650-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74420-15-8, 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. 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

Example 1G3-Bromo-1-(phenylsulfonyl)-1H-pynolo[2,3-b]pyridineTo a 0 C. solution of EXAMPLE 1F (25 g, 127 mmol) in N,N-dimethylformamide (200 mL) was slowly added sodium hydride (3.37 g, 133 mmol) over several minutes. After stirring for 30 minutes in the cold water bath, benzenesulfonyl chloride (17.18 ml, 133 mmol) was added via a syringe. The solution was allowed to warm to room temperature overnight, quenched slowly with 500 mL water, stirred for 30 minutes, and then filtered. The solid obtained was washed with water, followed by 300 mL of hexanes, dried over high-vacuum for 16 hours to give the title compound which was used without further purification. MS (ESL) m/z 338.7 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74420-15-8, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; US2011/257187; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem