Day: March 18, 2022

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. 72141-44-7, name is 4-Chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H6ClNO

Example 68Preparation of 4-(2-(Pyridin-2-yl)ethyl)- 1 -( 1 -(2-(pyrrolidin- 1 -vDethvD- lH-indazol-5- yl)pyridin-2( liJ)-one dihydrochloridea) (£)-2-Methoxy-4-(2-(pyridin-2-yl)vinyl)pyridine; Chemical Formula. C 13H12N2OExact Mass: 212.09 Molecular Weight: 212.25 [00195] 4-Chloro-2-methoxypyridine (182 mg, 1.27 mmol) and (E)-2-(2- (tributylstannyl)vinyl)pyridine (R.A. Hacck, et al. Tet. Lett 1988, 29, 2783-2786) (500 mg, 1.27 mmol) were stirred in dry toluene (4 mL) and degassed with a nitrogen stream as the temperature was increased to 100 0C Palladium tetrakistriphenylphosphine (146 mg, 0.127 mmol) was added and the reaction mixture was maintained at 100 0C under a nitrogen atmosphere for 16 h. Upon cooling, the mixture was purified by column chromatography (12 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10 1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 25 mL/min) to provide the title compound (225 mg, 83%) as a green oil: 1H NMR (500 MHz, CD3OD) delta 8.63 (d, J = 4.7 Hz, IH), 8.15 (d, J= 5.4 Hz, IH), 7.71-7.67 (dt, J = 7.5, 1.6 Hz, IH), 7.53 (d, J = 16.4 Hz, IH), 7.40 (d, J= 7.9 Hz, IH), 7.28 (d, J = 16.4 Hz, IH), 7.22-7.18 (dd, J= 7.2, 4.7 Hz, IH), 7.06 (d, J= 5.4 Hz, IH), 6.85 (s, IH), 3.96 (s, 3H).

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, 72141-44-7, 4-Chloro-2-methoxypyridine.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98197-88-7, 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.98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.

To cooled solution of oxalyl chloride (0.533 g, 4.18 mmol) in DCM (2mL) at -78 C. under nitrogen was added dimethyl sulfoxide (0.593 mL, 8.37 mmol) dropwise. After 30 minutes (4-nitro-pyridin-2-yl)-methanol (17)(0.129, 0.837 mmol) in DCM (2 mL) was added dropwise maintaining temperature at -78 C. After 2 hours the mixture was warmed to -55 C. Triethylamine (1.74 mL, 12.55 mmol) was then added and the mixture allowed to warm to room temperature over 2 hours. Brine (10 mL) was then added and the mixture extracted with DCM (4*10 mL). The combined organics were then dried over MgSO4 and concentrated in vacuo to an oil. The material was used directly without need for purification assuming quantitative conversion.

The chemical industry reduces the impact on the environment during synthesis 98197-88-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KuDOS Pharmaceuticals Limited; US2007/93489; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 582303-10-4, 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. 582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol, molecular formula is C8H11NO, 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.

To a mixture of methyl ( 6-hydroxy-4-vinyl-l- benzothiophen-3-yl) acetate (351 mg) and THF (dry) (3 mL) were added (2, 6-dimethylpyridin-3-yl) methanol (233 mg) , ADDP (535 mg) and tri-n-butylphosphine (0.523 mL) at room temperature. The precipitate was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane ) to give the title compound (459 mg) . XH NMR (300 MHz, CDC13) delta 2.54 (3H, s) , 2.58 (3H, s) , 3.68-3.72 (3H, m) , 3.98 (2H, s) , 5.07 (2H, s) , 5.35-5.43 (1H, m) , 5.51- 5.61 (1H, m) , 6.99-7.06 (2H,m) , 7.12 (1H, s) , 7.28-7.41 (2H, m) , 7.61 (1H, d, J = 7.9 Hz) .

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 582303-10-4, (2,6-Dimethylpyridin-3-yl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, molecular formula is C12H9ClN2O3, 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. COA of Formula: C12H9ClN2O3

2-CHLORO-4-NITRO PHENOL 10G (57.6 MMOL, 1EQ), 2-PYCOLYL CHLORIDE hydrogen chloride 9.45g (57.6 mmol, 1 eq) cesium carbonate 41.3 (126.8 mmol, 2.2 eq) and sodium iodide 8. 64G (57.6 mmol, 1 eq) were suspended in 200 mL acetonitrile. The reaction mixture was stirred at 60C for 5h. The resulted suspension was filtered and washed with 400 mL water, YIELDING 2- (2-CHLORO-4-NITRO-PHENOXYMETHYL)-PYRIDINE (8G, 52%) as a red solid. 2- (2-CHLORO-4-NITRO-PHENOXYMETHYL)-PYRIDINE (8 g, 30. 2MMOL, 1 eq) and 8. 44g iron (151.1 mmol, 5 eq) were mixed in 100 mL acetic acid and 50 mL ethyl acetate and were stirred at rt overnight. The reaction mixture was filtered through celite pad. The filtrate was concentrated in vacuo and neutralized with sat. NA2CO3 solution. The solution was extracted with ethyl acetate and the organic layer was washed with brine and concentrated in vacuo. The resulting crude material was purified by flash chromatography eluting with 30% ethyl acetate/hexane yielding 3. 2G of 3-Chloro-4- (pyridin-2-ylmethoxy)-phenylamine as a white solid (52%). 1H-NMR (CDCL3) No. 5.18 (s, 2H), 6.50 (dd, 1H), 6.76 (d, 1H),. 6.80 (d, 1H), 7.22 (m, 1 H), 7.64 (d, 1H), 7.73 (td, 1H), 8.55 (m, 1H) ; LCMS RT = 0.89 min; [M+H]+= 235.1.

With the rapid development of chemical substances, we look forward to future research findings about 179687-79-7.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/10008; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1235036-15-3, Adding some certain compound to certain chemical reactions, such as: 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate,molecular formula is C10H11BrClNO2, 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 1235036-15-3.

A mixture of Example 5C (0.736 g), Example 5B (1.62 g), and Cs2C03 (4.1 g) in N,N- dimethylformamide (15 mL) was heated at 120 C for 12 hours, cooled, diluted with ethyl acetate, and acidified with 10% citric acid. The organic layer was washed with water and brine, dried over Na2S04, filtered and concentrated. The residue was purified by silica gel chromatography, eluting with 0-40% ethyl acetate in hexanes, to provide the title compound.

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. 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; JUDD, Andrew S.; SOUERS, Andrew J.; TAO, Zhi-Fu; WO2014/28381; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1289131-55-0, 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 1289131-55-0, name is 4-Bromo-2-(2-methoxyethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-bromo-2-(2-methoxyethoxy)pyridine (for a preparation see Intermediate 37, 306 mg, 1.319 mmol), 5/s(pinacolato)diboron (1004 mg, 3.96 mmol), PdCI2(dppf) (96 mg, 0.132 mmol) and potassium acetate (388 mg, 3.96 mmol) in 1 ,4-dioxane (10 mL) was heated in a microwave at 100C for 30 min. The reaction was diluted with ethyl acetate and filtered through a Celite column. The filtrate was evaporated to give 2-(2-methoxyethoxy)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)pyridine as a brown residue. The yield was assumed to be 100 % (368 mg, 1.319 mmol). The material was used crude in the next stage without further purification. LCMS (2 min, Formic): Rt = 0.44 min, MH+ 198 (observed mass ion is consistent with hydrolysis to boronic acid under LCMS conditions).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1289131-55-0, 4-Bromo-2-(2-methoxyethoxy)pyridine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 327056-62-2, 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 327056-62-2, name is 2-Cyano-5-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-cyano-5-fluoropyridine (0.65 g, 5.3 mmol) in sodium methoxide (1.83 mL of 25% wt. solution in methanol, 7.95 mmol) was stirred at 0 C. for 1.5 hours and 2 hours at ambient temperature. The reaction was then diluted with ethyl acetate and washed with water and brine. Removal of the solvent in vacuo afforded 304 mg (43%) of 2-cyano-5-methoxypyridine.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 327056-62-2, 2-Cyano-5-fluoropyridine.

Reference:
Patent; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1111637-94-5, 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. 1111637-94-5, name is 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H7BrN2, 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.

To a solution of 5-bromo-3-methyl-lH-pyrrolo[2,3-b]pyridine (20 g, 94.8 mmol) in NN-dimethylformamide (200 mL) was added potassium acetate (27.9 g, 284.4 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (28.8 g, 113.74 mmol). The resulting mixture was degassed with nitrogen for 5 min, l,l’-Bis(diphenylphosphino)ferrocene-palladium(n)dichloride (6.65g, 9.48mmol) was added and the mixture was degassed with nitrogen once more for 5 min. The reaction mixture was stirred overnight at 80-90 C. The reaction mixture was poured into water, extracted with (3 x 200 mL). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 9% to 50% ethyl acetate in petroleum ether) affording 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine as a white solid (10.5 g, 43%): NMR (400MHz, DMSO-d6), delta 11.360 (s, 1H), 8.371-8.375 (d, /= 1.6 Hz, 1H), 8.097-8.100 (s, /= 1.2 Hz, 2H), 7.17 (s, 1H), 3.296 (s, 3 H), 1.245 (s, 12H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1111637-94-5, 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 3430-22-6, 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. 3430-22-6, name is 3-Bromo-4-methylpyridine, molecular formula is C6H6BrN, 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.

The apparatus was installed, and 3-bromo-4-methylpyridine (13 g, 0.78 mol), Co0.27CuO3 (0.5 g), water was added to the three-necked flask in turn, and the mixture was stirred, and the oil bath was slowly heated to 90 C.Oxygen is initially introduced to maintain the reaction temperature until no oxygen is absorbed under the secondary reaction conditions.The catalyst was filtered off, then slowly added with a NaOH solution to adjust pH = 4, followed by stirring for 10 minutes.There is solid precipitation,The crude product 3-bromoisonicotinic acid was obtained, which was recrystallized from acetone to give a white powdery solid, which was filtered and dried in vacuo.A final yield of 14 g of 3-bromoisonicotinic acid was obtained.The yield was 90%.

According to the analysis of related databases, 3430-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Jindian Biological Technology Co., Ltd.; Jin Feng; (5 pag.)CN109851551; (2019); A;,
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. 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H7NO2

4-Methoxypicolinaldehyde (1.9 g, 13.85 mmol), methyl carbamimidothioate hemisulfate (1.93 g, 6.93 mmol), ethyl 2-cyanoacetate (1.57 g, 13.85 mmol) and potassium carbonate (2.30 g, 16.63 mmol) were mixed in 95 ml dry EtOH under N2 and heated at 75 0C for two hours. The suspension was cooled to room temperature and solids were filtered. The solids were suspended in 50 ml H2O and stirred for 30 minutes, filtered, and dried overnight to give the desired product as a red solid (1.04 g, 27percent). 1H NMR (400 MHz, DMSO-D6) delta ppm 2.37 (s, 3H), 3.88 (s, 3H), 7.05 (m, IH), 7.43 (d, J=2.54 Hz, IH), 8.45 (d, J=5.66 Hz, IH). MS m/z calculated for (M + H)+ 275.31, found 275.

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, 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem