Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 103878-09-7, 3-Ethoxypicolinic acid, 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, Safety of 3-Ethoxypicolinic acid, blongs to pyridine-derivatives compound. Safety of 3-Ethoxypicolinic acid

EXAMPLE 7 4.0 g of 3-ethoxy-2-pyridinecarboxylic acid and 4.1 g of 1,1′-carbonyldiimidazole were stirred at 70 for 2 hours in 250 ml of tetrahydrofuran. To this solution were then added dropwise 4.1 g of N-(t-butoxycarbonyl)ethylenediamine in 20 ml of tetrahydrofuran and the mixture was left to stir at 70 for a further 2 hours. The reaction mixture was subsequently cooled to room temperature and concentrated to about 1/4 of the volume on a rotary evaporator under reduced pressure, taken up in water and extracted three times with chloroform. The chloroform extracts, dried over magnesium sulfate, were evaporated completely, and the residue was chromatographed on silica gel with 2-5% methanol in methylene chloride as the elution agent and crystallized from methylene chloride/n-hexane, whereby there was obtained t-butyl [2-(3-ethoxypyridine-2-carboxamido)ethyl]carbamate, m.p. 125-126.

The synthetic route of 103878-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US4764522; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 696-42-4, 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.696-42-4, name is 5-Fluoronicotinonitrile, molecular formula is C6H3FN2, molecular weight is 122.0998, as common compound, the synthetic route is as follows.

To a stirred solution of 5-fluoropyridine-3-carbonitrile (2.0 g, 16.38 mmol) in methanol (20 mL) at RT was added NaOMe (88mg, 1.64 mmol) and the reaction stirred at RT overnight. Ammonium chloride (1 .40g, 26.21 mmol) was added in a single portion and the reaction mixture stirred overnight at RT. The reaction mixture was filtered and the filtrate concentrated to dryness under reduced pressure. The residue was suspended in EtOH (50 mL) and then heated at reflux. The undissolved solid was filtered off and the filtrate concentrated to 1/3 of its volume and then left to stand at RT. The resultant crystals were filtered off, washed with EtOH and air-dried to give the desired product (2.1 1 g, 73%) as white crystals. (0232) 1H NMR (400 MHz, d6-DMSO) delta 8.93 (d, 1 H), 8.88 (s, 1 H), 8.29-8.23 (m, 1 H).

Statistics shows that 696-42-4 is playing an increasingly important role. we look forward to future research findings about 5-Fluoronicotinonitrile.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WAILES, Jeffrey, Steven; BRIGGS, Emma; CARTER, Neil, Brian; MORRIS, Melloney; TATE, Joseph, Andrew; (56 pag.)WO2019/57721; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, 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, Recommanded Product: 5-Chloro-3-fluoro-2-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Chloro-3-fluoro-2-nitropyridine

5-Chloro-3-fluoro-2-nitropyridine (1 equiv) was dissolved into of anhydrous DIVIF (0.182 M) along with methyl 2-(1 ,4-oxazepan-5-yl)acetate (1.1 equiv) and triethylamine (3 equiv). The mixture was heated to 80 C under an atmosphere of nitrogen with reflux condenser and stirring overnight. After 16 hours the reaction was poured into H20 and extracted three times with EtOAc. Organics were combined, washed with brine, and dried anhydrous Na2SO4. The volatiles were removed and the residue was purified by flash column chromatography over silica gel, eluting with heptane and 0-40% EtOAc gradient to give a yellow oil methyl 2-(4-(5 -chloro-2-nitropyridin-3 -yl)- 1 ,4-oxazepan-5 -yl)acetate in 54.4% yield. LCMS (m/z) (M+H) = 330.1, Rt = 0.91 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; KARKI, Rajesh; RAMURTHY, Savithri; RAUNIYAR, Vivek; ROBINSON, Richard; SARVER, Patrick James; (374 pag.)WO2017/103824; (2017); 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. 619331-71-4, name is 4,7-Dibromo-1H-pyrrolo[2,3-c]pyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C7H4Br2N2

A mixture of 4,7-dibromo-lH-pyrrolo[2,3-c]pyridine (207 mg, 0.75 mmol), 1- tetrahydropyran-2-yl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyrazole (250 mg, 0.90 mmol), (63 mg, 0.076 mmol), and K2CO3 (0.94 mL, 1.9 mmol, 2.0 M) in DMF (4.0 mL) was stirred at 60 C for 24 h under argon. After cooling, the solvent was evaporated and the residue was chromatographed on a silica gel column (ethyl acetate in dichloromethane 0-100%) to provide 4-bromo-7-(l-tetrahydropyran-2-ylpyrazol-4-yl)-lH-pyrrolo[2,3-c]pyridine (229 mg, 88%). LC-MS 347.1, 349.1 [M+H]+, RT 0.98 min.

The synthetic route of 619331-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; BHATTACHARYYA, Anuradha; JIANG, Yao; KARP, Gary, Mitchell; NARASIMHAN, Jana; TURPOFF, Anthony; ZHANG, Nanjing; (0 pag.)WO2020/5882; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 823-39-2, 3,4-Dimethylpyridin-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, 823-39-2, blongs to pyridine-derivatives compound. COA of Formula: C7H10N2

Preparation M (3beta,5alpha,25R)3-trimethylsilyloxy-spirostan-11-one Silylation of Spirostanes Trimethylsilylchloride (3.27 mL, 25.8 mmol) was added to a solution of (3beta,5alpha,25R)3-hydroxy-spirostan-11-one (4.0 g, 9.3 mmol) and triethylamine (6.5 mL, 46 mmol) in dichloromethane (60 mL) at room temperature. One gram of dimethyl aminopyridine was added and the reaction was stirred at room temperature for 12 hours. The reaction was quenched with methanol (1 mL) and diluted with ethyl acetate, washed with water (5*) and brine (1*), dried (Na2 SO4), filtered and concentrated in vacuo. The product was triturated with methanol, filtered and dried to afford 3.94 g (85percent) product as a white solid. 1 H NMR (250 MHz, CDCl3) 6 4.5 (q, 1H, J=6Hz); 3.45 (m, 2H); 2.35 (t, 1H, J=10 Hz); 2.4 (dt, 1H, J=12.2 Hz); 2.2 (s, 2H); 2.1-1.1 (m, 12H); 1.02 (s, 3H); 0.9 (d, 3H, J=7.0 Hz); 0.78 (d, 3H, J=7 Hz); 0.69 (s, 3H); 0.1 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,823-39-2, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5939398; (1999); A;,
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 866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (2 g, 6.69 mmol) was suspended in toluene (8 ml), then p-toluenesulfonic acid (TsOH) (0.1 15 g, 0.669 mmol) and acetonylacetone (0.941 ml, 8.03 mmol) was added. The reaction mixture was heated at reflux for 2hrs and allowed to cool to RT overnight. The resulting dark red/ black solution was concentrated in vacuo to remove toluene and the crude residue diluted with 200ml EtOAc, washed with NaHC03 (50 ml), dried (MgS04) and concentrated in vacuo to give a brown solid; LC-MS Rt = 5.58 min [M+H]+ 377/379 (Method 10minl_C_v002). 1 H NMR (400 MHz, DMSO-d6) ? 8.50 (1 H, s), 7.77 (2H, s), 5.83 (3H, s), 1.90 (6H, s); 19F NMR (400 MHz, DMSO-d6) ? -62.26 (CF3, s)

With the rapid development of chemical substances, we look forward to future research findings about 866775-18-0.

Reference:
Patent; NOVARTIS AG; BALA, Kamlesh, Jagdis; BUTLER, Rebecca; COLLINGWOOD, Stephen, Paul; HALL, Edward, Charles; EDWARDS, Lee; LEGRAND, Darren, Mark; SPIEGEL, Katrin; WO2013/38386; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 21717-95-3, 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 21717-95-3, name is 2-Amino-3-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A 25 -mL round-bottomed flask was charged with 3-fluoro-2- pyridinamine (1.0 g 8.9 mmol, Matrix Scientific, USA) and AcOH (10 mL). The reaction mixture was cooled to 0 C and NIS (2.0 g, 8.9 mmol, Sigma-Aldrich, India) was added in portions under a nitrogen atmosphere. The reaction mixture was warmed to room temperature and stirred for 5 h. The reaction mixture was diluted with cold water (30 mL), followed by a mixture of 5% Na2S203 (50 mL) and NaHC03 (100 mL) at room temperature. The solid that formed was collected via filtration, washed thoroughly with water and dried under reduced pressure at 40 C to give 3-f uoro-5-iodo-2-pyridinamine (2.0 g) as a white solid.

According to the analysis of related databases, 21717-95-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, 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, 63237-88-7, blongs to pyridine-derivatives compound. Formula: C8H6N2O2

[00274] A mixture of 0.1 g [1 ,3]thiazolo[5,4-e][1 ,3]benzothiazol-2-amine, 0.094 g pyrazolo[1 ,5-a]pyridine-2-carboxylic acid, 0.275 g HATU, and 0.156 g DIEA were stirred at 50C in 9 mL of dry THF for 8 hours. The mixture was diluted with water and the precipitate was recrystallized from methanol/DMF to yield 0.07 g of N-([1 ,3]thiazolo[5,4-e][1 ,3]benzothiazol-2- yl)pyrazolo[1 ,5-a]pyridine-2-carboxamide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Patent; KINEATA INC; Ladonato, Shawn P.; Bedard, Kristin M.; Munoz, Ernesto J.; Imanaka, Myra W.; Fowler, Kerry W.; (122 pag.)WO2014/113492; (2014); A2;,
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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid. A new synthetic method of this compound is introduced below., Product Details of 59290-81-2

ED-14a (1.01 g, 5.52 mmol) is placed in tBuOU (50 mL), combined with DPPA (1.8 mL, 8.35 mmol) and NMM (724 muL, 6.59 mmol) and refluxed for 15 h. After cooling, saturated sodium chloride solution is added and the mixture is extracted several times with EE. The combined organic phases are washed with saturated sodium chloride solution, dried on MgSO4, filtered and evaporated down using the rotary evaporator. The residue is taken up in some water and freeze-dried. The Z-4a thus obtained (HPLC-MS: tRet. = 1.73 min; MS (M+H)+ = 254) is used without further purification.

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, 59290-81-2, 2-Methyl-5-nitro-3-pyridinecarboxylic acid.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; STEURER, Steffen; ETTMAYER, Peter; MANTOULIDIS, Andreas; WO2010/34838; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 824-52-2, 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. 824-52-2, name is 5-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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.

Example 36: Synthesis of 5-chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3- b]pyridin-3-ylmethyl)-phenoxymethyl]-lH-benzoimidazole P-2184[0272] 5-Chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3-b]pyridin-3-ylmethyl)- phenoxymethyl]-lH-benzoimidazole P-2184 was synthesized in 2 steps from 4-(l H-Benzoimidazol- 2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde 227 as shown in Scheme 60.Scheme 60Step 1 – Preparation of[4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methupsilonxy-phenyl]-(5- methyl-lH~pyrrolo[2,3-b]pyridin~3-yl)-meiotahanol (228a) and 5-chloro-2-{5-betauoro-2-methoxy-4- [methoxy-(5-methyl-lH-pyrrupsilonlupsilon[2,3-b]pyridin-3-yl)-methyl]-phenoxymethyl}-lH-benzoimidazole (228b):[0273] 5-Methyl-lH-pyrrolo[2,3-b]pyridine (13) was combined with methanol and potassium hydroxide. After the mixture was stirred for 45 minutes 4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)- 2-fluoro-5-methoxy-benzaldehyde (227, per step 1 of Example 33 substituting 2-chloromethyl-lH- benzoimidazole-5-sulfonic acid dimethylamide 217 with 5-chloro-2-chloromethyl-lH- benzoimidazole) was added and the reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure. Ethyl acetate was added and washed with sodium bicarbonate saturated solution and brine, dried over anhydrous sodium sulfate and concentrated. Purification with silica gel chromatography, eluting with a gradient of ethyl acetate (10-100%) in hexanes, gave the desired compounds 228a and 228b as a mixture.

According to the analysis of related databases, 824-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem