Category: 884494-45-5

Electric Literature of 884494-45-5 ,Some common heterocyclic compound, 884494-45-5, 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.

To a mixture of racemic 1-(1H-indazol-6-yl)spiro[2.2lpentane-1-carbonitrile (300 mg, 1.43 mmol) (Q.3), 2-fluoro-4-iodo-6-methylpyridine (510 mg, 2.15 mmol), trans-N ,N?-dimethyl- 1,2-cyclohexanediamine (61.2 mg, 0.430 mmol), copper(I) iodide (82 mg, 0.43 mmol), and cesium carbonate (934 mg, 2.87 mmol) in a 20 mL microwave vial, was added DMSO (2 mL). The vial was sealed, degassed and backfilled with nitrogen (3x) and stirred at 50C overnight. The mixture was diluted with water (5 mL), and extracted with DCM (3 x 5 mL). The organic extracts were combined, dried over MgSO4 and concentrated to dryness. The residue waspurified by silica gel column chromatography (gradient elution: 0-50% EtOAc)/hexanes).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-45-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CANDITO, David Annunziato; GRAHAM, Thomas, H.; ACTON, John; CHAU, Ryan Wing-Kun; CHEN, Joanna, L.; ELLIS, J. Michael; FULLER, Peter, H.; GULATI, Anmol; GUNAYDIN, Hakan; KATTAR, Solomon; KEYLOR, Mitchell Henry; LAPOINTE, Blair, T.; LIU, Ping; LIU, Weiguo; METHOT, Joey, L.; NEELAMKAVIL, Santhosh, F.; SIMOV, Vladimir; TONG, Ling; WOOD, Harold, B.; (154 pag.)WO2019/74809; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 884494-45-5 ,Some common heterocyclic compound, 884494-45-5, 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.

To a mixture of racemic 1-(1H-indazol-6-yl)spiro[2.2lpentane-1-carbonitrile (300 mg, 1.43 mmol) (Q.3), 2-fluoro-4-iodo-6-methylpyridine (510 mg, 2.15 mmol), trans-N ,N?-dimethyl- 1,2-cyclohexanediamine (61.2 mg, 0.430 mmol), copper(I) iodide (82 mg, 0.43 mmol), and cesium carbonate (934 mg, 2.87 mmol) in a 20 mL microwave vial, was added DMSO (2 mL). The vial was sealed, degassed and backfilled with nitrogen (3x) and stirred at 50C overnight. The mixture was diluted with water (5 mL), and extracted with DCM (3 x 5 mL). The organic extracts were combined, dried over MgSO4 and concentrated to dryness. The residue waspurified by silica gel column chromatography (gradient elution: 0-50% EtOAc)/hexanes).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-45-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CANDITO, David Annunziato; GRAHAM, Thomas, H.; ACTON, John; CHAU, Ryan Wing-Kun; CHEN, Joanna, L.; ELLIS, J. Michael; FULLER, Peter, H.; GULATI, Anmol; GUNAYDIN, Hakan; KATTAR, Solomon; KEYLOR, Mitchell Henry; LAPOINTE, Blair, T.; LIU, Ping; LIU, Weiguo; METHOT, Joey, L.; NEELAMKAVIL, Santhosh, F.; SIMOV, Vladimir; TONG, Ling; WOOD, Harold, B.; (154 pag.)WO2019/74809; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884494-45-5, Adding some certain compound to certain chemical reactions, such as: 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine,molecular formula is C6H5FIN, 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 884494-45-5.

INTERMEDIATE 24 4-lodo-A/,6-dimethvlpyridin-2-amine A stirred mixture of 2-fluoro-4-iodo-6-methylpyridine (0.30 g, 1.3 mmol), triethylamine (0.53 mL, 3.8 mmol) and methylamine (2 M in THF, 2 mL, 4.0 mmol) in NMP (3 mL) was heated at 160 C for 18 h. The reaction mixture was allowed to cool to ambient temperature, concentrated in vacuo and purified by reversed-phase HPLC on a C-18 column, eluting with a gradient of H20:CH3CN:TFA – 95:5:0.1 to 5:95:0.1, to give the title compound. MS: m/z = 249.0 (M + 1). 1H NMR (400 MHz, DMSO) delta 7.22 (s, 1H), 7.06 (s, 1H), 2.89 (s, 3H), 2.54 (s, 1H), 2.35 (s, 3H).

According to the analysis of related databases, 884494-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BELL, Ian, M.; ZHAO, Lianyun; FRALEY, Mark; ZHU, Cheng; BIFTU, Tesfaye; BRNARDIC, Edward Joseph; WANG, Cheng; ZARTMAN, C. Blair; GALLICCHIO, Steven; NGUYEN, Diem; CROWLEY, Brendan; POTTEIGER, Craig; (257 pag.)WO2016/22644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 884494-45-5, 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 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-fluoro-4-iodo-6-methylpyridine (400 mg) and 28% aqueous ammonia solution (2.8 mL) was stirred under microwave irradiation at 135C for 6 hr. The reaction mixture was cooled to room temperature, and the precipitate was collected by filtration and washed with water to give the title compound (343.4 mg). MS: M+1 235.0

According to the analysis of related databases, 884494-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; HIRATA,Yasuhiro; TOMINARI, Yusuke; IWAMURA, Naoki; SASAKI, Yusuke; ASANO, Moriteru; TAKAGI, Terufumi; OKANIWA,Masanori; YOSHIDA, Masato; IMAMURA, Shinichi; (64 pag.)EP3514150; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884494-45-5, 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. 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine. A new synthetic method of this compound is introduced below.

INTERMEDIATE 25 4-lodo-2-methvl-6-(propan-2-vloxv)pyridine A mixture of 2-fuoro-4-iodo-6-methylpyridine (0.20 g, 0.84 mmol), isopropanol (0.20 mL, 2.6 mmol) and sodium hydride (95%, 100 mg, 4.0 mmol) in diethyl ether (5 mL) was stirred at 23 C for 16 h. The reaction mixture was filtered through a plug of silica gel, eluting with diethyl ether, and the solvent was allowed to evaporate at atmospheric pressure to give the 78 title compound. MS: m/z = 278.2 (M + 1). 1H NMR (400 MHz, DMSO) 6 7.20 (dd, 1H, J = 1.2, 0.7 Hz), 6.96 (dd, 1H, J = 1.3, 0.7 Hz), 5.26-5.15 (m, 1H), 2.32 (s, 3H), 1.25 (d, 6H, J = 6.2 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-45-5, 2-Fluoro-4-iodo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BELL, Ian, M.; ZHAO, Lianyun; FRALEY, Mark; ZHU, Cheng; BIFTU, Tesfaye; BRNARDIC, Edward Joseph; WANG, Cheng; ZARTMAN, C. Blair; GALLICCHIO, Steven; NGUYEN, Diem; CROWLEY, Brendan; POTTEIGER, Craig; (257 pag.)WO2016/22644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884494-45-5, 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. 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine. A new synthetic method of this compound is introduced below.

INTERMEDIATE 25 4-lodo-2-methvl-6-(propan-2-vloxv)pyridine A mixture of 2-fuoro-4-iodo-6-methylpyridine (0.20 g, 0.84 mmol), isopropanol (0.20 mL, 2.6 mmol) and sodium hydride (95%, 100 mg, 4.0 mmol) in diethyl ether (5 mL) was stirred at 23 C for 16 h. The reaction mixture was filtered through a plug of silica gel, eluting with diethyl ether, and the solvent was allowed to evaporate at atmospheric pressure to give the 78 title compound. MS: m/z = 278.2 (M + 1). 1H NMR (400 MHz, DMSO) 6 7.20 (dd, 1H, J = 1.2, 0.7 Hz), 6.96 (dd, 1H, J = 1.3, 0.7 Hz), 5.26-5.15 (m, 1H), 2.32 (s, 3H), 1.25 (d, 6H, J = 6.2 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-45-5, 2-Fluoro-4-iodo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BELL, Ian, M.; ZHAO, Lianyun; FRALEY, Mark; ZHU, Cheng; BIFTU, Tesfaye; BRNARDIC, Edward Joseph; WANG, Cheng; ZARTMAN, C. Blair; GALLICCHIO, Steven; NGUYEN, Diem; CROWLEY, Brendan; POTTEIGER, Craig; (257 pag.)WO2016/22644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-45-5, 2-Fluoro-4-iodo-6-methylpyridine, 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, 884494-45-5, blongs to pyridine-derivatives compound. COA of Formula: C6H5FIN

To a solution of 2-fluoro-4-iodo-6-methylpyridine (800 mg, 3.38 mmol, CAS 884494-45-5) and (S)-l,3-dihydrospiro[indene-2,4′-piperidin]-l-amine (1.11 g, 4.05 mmol, Intermediate I, 2HC1) in NMP (10.0 mL) was added DIPEA (2.35 mL, 13.50 mmol) at 25 C, then the mixture was stirred at 120 C for 24 h. Then, additional (S)-l,3- dihydrospiro[indene-2,4′-piperidin]-l-amine (464 mg, 1.69 mmol, Intermediate I, 2HC1) and DIPEA (1.18 mL, 6.75 mmol) were added with stirring at 120 C for 3 h. Next, (Boc)20 (1.10 g, 5.06 mmol, 1.16 mL) was added to the mixture with stirring, then the reaction was stirred at 25 C for 12 h. The reaction mixture was poured into water (100 mL), and then the aqueous phase was extracted with ethyl acetate (100 mL x 2). The combined organic phase was washed with brine (100 mL x 3), dried over Na2S04, filtered and concentrated in vacuo. The crude product was purified by column chromatography (100-200 mesh silica gel, petroleum ether/ethyl acetate=l00/l to 20/1, Product Rf = 0.48) to afford tert-butyl (S)-(l ‘-(4- iodo-6-methylpyridin-2-yl)-l,3-dihydrospiro[indene-2,4’-piperidin]-l-yl)carbamate (860 mg, 49% yield) as a yellow solid. LC-MS (ESI+) m/z 520.1 (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,884494-45-5, its application will become more common.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem