Category: 65515-39-1

Synthetic Route of 65515-39-1 , The common heterocyclic compound, 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile, molecular formula is C9H10N2O, 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) 2-methoxy-6-methyl-4-(pent-4-en- -yl)nicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (2.5 g, 15.41 mmol) in THF (80 mL) was added LHMDS (1 M in THF, 16.18 mL, 16.18 mmol) at 0 C dropwise via dropping funnel over 10 min, and the reaction mixture turned an orange color. The mixture was stirred at 0 C for 50 min, then 4-bromobut-l-ene (1.878 mL, 18.50 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to 10 C for 2.5 h. The reaction mixture was quenched with saturated aqueous ammonium chloride solution (40 mL) and the layers were separated and the aqueous layer was extracted with EtOAc (3x). The combined organics were concentrated and the residue adsorbed onto silica and purified by flash chromatography (CombiFlash, 0-5% EtOAc in hexane, 80 g column) to afford 2-methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile (1.3 g, 6.01 mmol, 39.0% yield) as a colorless oil. LC-MS(ES) m/z = 217.0 [M+H]+.

The synthetic route of 65515-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

(a) 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile and 4-(2- (hydroxymethyl)but-3-en- -yl)-2-methoxy-6-methylnicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (2.8 g, 17.26 mmol) in THF (85 mL) was added LHMDS (1 M in THF, 18.13 mL, 18.13 mmol) at 0 C dropwise via dropping funnel over 10 min, and the reaction mixture turned an orange color. The mixture was stirred at 0 C for 50 min, 2-vinyloxirane (1.703 mL, 20.72 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature for 4 h. The reaction mixture was quenched with saturated aqueous ammonium chloride (40 mL) and the layers were separated, the aqueous layer was extracted with EtOAc (3x). The combined organics were concentrated and the residue was adsorbed onto silica, and purified by flash chromatography (CombiFlash, 0-40% EtOAc in hexane, 80 g column) to afford 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile (512 mg, 2.204 mmol, 12.8% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+. Also isolated was 4-(2-(hydroxymethyl)but-3-en-l-yl)-2-methoxy-6- methylnicotinonitrile (1.08 g, 4.65 mmol, 26.9% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+.

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. 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

(a) 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile and 4-(2- (hydroxymethyl)but-3-en- -yl)-2-methoxy-6-methylnicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (2.8 g, 17.26 mmol) in THF (85 mL) was added LHMDS (1 M in THF, 18.13 mL, 18.13 mmol) at 0 C dropwise via dropping funnel over 10 min, and the reaction mixture turned an orange color. The mixture was stirred at 0 C for 50 min, 2-vinyloxirane (1.703 mL, 20.72 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature for 4 h. The reaction mixture was quenched with saturated aqueous ammonium chloride (40 mL) and the layers were separated, the aqueous layer was extracted with EtOAc (3x). The combined organics were concentrated and the residue was adsorbed onto silica, and purified by flash chromatography (CombiFlash, 0-40% EtOAc in hexane, 80 g column) to afford 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile (512 mg, 2.204 mmol, 12.8% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+. Also isolated was 4-(2-(hydroxymethyl)but-3-en-l-yl)-2-methoxy-6- methylnicotinonitrile (1.08 g, 4.65 mmol, 26.9% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+.

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. 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

LiAlH4 (48.0 g, 1.27 mol) was added into MTBE (600 mL) portion-wise at room temperature. To the suspension was added 2-methoxy-4,6-dimethylpyridine-3-carbonitrile (Cpd S, 103 g, 0.636 mol) in MTBE/THF (1:1, 600 mL) portion-wise. The reaction mixture was stirred at room temperature for an hour then quenched with water (75 mL). The precipitate was collected by filtration and the solids washed with THF (3*100 mL). The filtrate was concentrated under vacuum to give the 1-(2-methoxy-4,6-dimethylpyridin-3-yl)methanamine (Cpd T), which was used in the next step directly.

According to the analysis of related databases, 65515-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
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 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 65515-39-1

To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.5 g, 9.25 mmol) in tetrahydrofuran (40 mL) was added lithium bis(trimethylsilyl)amide (10.17 mL, 10.17 mmol) at -78 C, and the mixture was stirred at -78 C for 1 hour. 3-Bromoprop-1-ene (0.880 mL, 10.17 mmol) was added and the mixture was stirred at -78 C for 1 hour and warmed to 0 C over 1 hour. The mixture was then stirred at 0 C for 3 hours. The reaction was quenched with saturated aqueous NH4Cl solution and extracted with EtOAc (3x). The combined organics were dried over Na2SO4 and concentrated. The residue was purified using reverse HPLC using Trilution software, with a phenomenex Gemini 5u CI 8(2) 100 A, AXIA 30×100 mm 5 micron, 10-minute run (30 mL/min, 40%ACN/H2O, 0.1% formic acid to 80% ACN/H2O, 0.1% formic acid) with UV detection at 254 nm to afford 4-(but-3-en-1-yl)-2-methoxy-6-methylnicotinonitrile (1.01 g, 54%) as a pale yellow oil. LC-MS(ES) m/z = 203 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 65515-39-1.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; MILLER, William Henry; ROMERIL, Stuart Paul; VERMA, Sharad Kumar; TIAN, Xinrong; WO2015/132765; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. A new synthetic method of this compound is introduced below.

(a) 2-methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.115 g, 6.87 mmol) in THF (20 mL) was added LiHMDS (1 M in toluene, 7.22 mL, 7.22 mmol) at 0 C dropwise via syringe over 10 min, and the reaction was stirred at this temperature for 1 h. 4- Bromobut-l-ene (0.733 mL, 7.22 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature overnight. The reaction was poured into saturated aqueous ammonium chloride (50 mL) and extracted with EtOAc (3 x 75 mL). The combined organics were dried over Na2S04, filtered, concentrated, and the residue purified by flash chromatography (0-20% EtOAc in hexanes, 40-g column, product fractions pooled and recolumned 0-10% EtOAc in hexanes, 40-g column) to afford 2- methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile (619 mg, 42%) as a colorless oil. LC- MS(ES) m/z = 217 [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,65515-39-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. A new synthetic method of this compound is introduced below.

(a) 2-methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.115 g, 6.87 mmol) in THF (20 mL) was added LiHMDS (1 M in toluene, 7.22 mL, 7.22 mmol) at 0 C dropwise via syringe over 10 min, and the reaction was stirred at this temperature for 1 h. 4- Bromobut-l-ene (0.733 mL, 7.22 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature overnight. The reaction was poured into saturated aqueous ammonium chloride (50 mL) and extracted with EtOAc (3 x 75 mL). The combined organics were dried over Na2S04, filtered, concentrated, and the residue purified by flash chromatography (0-20% EtOAc in hexanes, 40-g column, product fractions pooled and recolumned 0-10% EtOAc in hexanes, 40-g column) to afford 2- methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile (619 mg, 42%) as a colorless oil. LC- MS(ES) m/z = 217 [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,65515-39-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, 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, 65515-39-1, blongs to pyridine-derivatives compound. SDS of cas: 65515-39-1

Add a I M solution of DIBAL-H in toluene (240 mL, 240 mmol) to a solution of 2-methoxy-4,6-dimethyl-pyridine-3-carbonitrile (48 g, 295.95 mmol) in DCM (480 mL)at 0 C over 2 hr. Remove the ice bath after 1 hr and stir at RT overnight. Cool in a waterbath at RT and quench by slowly adding a mixture of lMaqueous HC1 (192 mL) andAcOH (192 mL). Add DCM, separate the layers, wash the organic phase with saturated aqueous NaC1, dry over Na2504, filter and concentrate in vacuo. Subject the resulting residue to chromatography on silica, eluting with a gradient of 0-20% EtOAc/hexane to afford title compound as a solid (22.6 g, 46% yield) after solvent evaporation. ES/MS(mlz): 166 (M+H). ?H NMR (400.1 MHz, CDC13) oe 2,43 (s, 3H), 2.54 (s, 3H), 4.01 (s,3H), 6.61 (s, 1H), 10.48 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-39-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; DOMINGUEZ, Esteban; GUO, Deqi; MADER, Mary Margaret; NGUYEN, Anh-Quan Hannah; DEL PRADO, Miriam Filadelfa; RICHETT, Michael Enrico; RODRIGUEZ, Michael John; YIP, Yvonne Yee Mai; YU, Kuo-Long; (165 pag.)WO2017/35060; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, 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, 65515-39-1, blongs to pyridine-derivatives compound. SDS of cas: 65515-39-1

Add a I M solution of DIBAL-H in toluene (240 mL, 240 mmol) to a solution of 2-methoxy-4,6-dimethyl-pyridine-3-carbonitrile (48 g, 295.95 mmol) in DCM (480 mL)at 0 C over 2 hr. Remove the ice bath after 1 hr and stir at RT overnight. Cool in a waterbath at RT and quench by slowly adding a mixture of lMaqueous HC1 (192 mL) andAcOH (192 mL). Add DCM, separate the layers, wash the organic phase with saturated aqueous NaC1, dry over Na2504, filter and concentrate in vacuo. Subject the resulting residue to chromatography on silica, eluting with a gradient of 0-20% EtOAc/hexane to afford title compound as a solid (22.6 g, 46% yield) after solvent evaporation. ES/MS(mlz): 166 (M+H). ?H NMR (400.1 MHz, CDC13) oe 2,43 (s, 3H), 2.54 (s, 3H), 4.01 (s,3H), 6.61 (s, 1H), 10.48 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-39-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; DOMINGUEZ, Esteban; GUO, Deqi; MADER, Mary Margaret; NGUYEN, Anh-Quan Hannah; DEL PRADO, Miriam Filadelfa; RICHETT, Michael Enrico; RODRIGUEZ, Michael John; YIP, Yvonne Yee Mai; YU, Kuo-Long; (165 pag.)WO2017/35060; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, 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, 65515-39-1, blongs to pyridine-derivatives compound. SDS of cas: 65515-39-1

Add a I M solution of DIBAL-H in toluene (240 mL, 240 mmol) to a solution of 2-methoxy-4,6-dimethyl-pyridine-3-carbonitrile (48 g, 295.95 mmol) in DCM (480 mL)at 0 C over 2 hr. Remove the ice bath after 1 hr and stir at RT overnight. Cool in a waterbath at RT and quench by slowly adding a mixture of lMaqueous HC1 (192 mL) andAcOH (192 mL). Add DCM, separate the layers, wash the organic phase with saturated aqueous NaC1, dry over Na2504, filter and concentrate in vacuo. Subject the resulting residue to chromatography on silica, eluting with a gradient of 0-20% EtOAc/hexane to afford title compound as a solid (22.6 g, 46% yield) after solvent evaporation. ES/MS(mlz): 166 (M+H). ?H NMR (400.1 MHz, CDC13) oe 2,43 (s, 3H), 2.54 (s, 3H), 4.01 (s,3H), 6.61 (s, 1H), 10.48 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-39-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; DOMINGUEZ, Esteban; GUO, Deqi; MADER, Mary Margaret; NGUYEN, Anh-Quan Hannah; DEL PRADO, Miriam Filadelfa; RICHETT, Michael Enrico; RODRIGUEZ, Michael John; YIP, Yvonne Yee Mai; YU, Kuo-Long; (165 pag.)WO2017/35060; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem