Category: 18368-63-3

Adding a certain compound to certain chemical reactions, such as: 18368-63-3, 2-Chloro-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, Application In Synthesis of 2-Chloro-6-methylpyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Chloro-6-methylpyridine

Intermediate 691 ,1 -Dimethylethyl r2-(4-{(2S,4/?)-1 -acetyl-2-methyl-4-r(6-methyl-2-pyridinyl)aminol-1 ,2,3,4- tetrahvdro-6-quinolinyl)-1 /-/-pyrazol-1 -yl)ethyllmethylcarbamateA flask was charged with 2-chloro-6-methylpyridine (141 mg, 1 .103 mmol) and treated at room temperature under nitrogen with 1 ,1 -dimethylethyl [2-(4-{(2S,4/?)-1 -acetyl-2-methyl- 4-amino-1 ,2,3,4-tetrahydro-6-quinolinyl}-1 H-pyrazol-1 -yl)ethyl]methylcarbamate (for a preparation see intermediate 55) (228 mg, 0.551 mmol) in 1 ,4-dioxane (5 mL). 2′- (dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (DavePhos) (43.4 mg, 0.1 10 mmol), sodium tert-butoxide (106 mg, 1 .103 mmol) and tris(dibenzylideneacetone)dipalladium(0) (50.5 mg, 0.055 mmol) were added and the resulting mixture was stirred at 1 10C for 16 h then cooled to room temperature and partitioned between AcOEt (25 mL) and water (25 ml_). The layers were separated and the organic phase was washed with water (25 mL) then dried over Na2S04 and concentrated in vacuo. Purification of the residue on SP4 using a 50 G silica cartridge (gradient: 1 to 5% MeOH in DCM) gave 1 ,1 -dimethylethyl [2-(4-{(2S,4R)-1 -acetyl-2- methyl-4-[(6-methyl-2-pyridinyl)amino]-1 ,2,3,4-tetrahydro-6-quinolinyl}-1 H-pyrazol-1 – yl)ethyl]methylcarbamate (107.9 mg, 0.198 mmol, 35.8 % yield) as a brown oil.LCMS (Method B): Retention time 0.79 min, [M+H]+ = 519.20

The synthetic route of 18368-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GOSMINI, Romain, Luc, Marie; WO2011/54848; (2011); 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.18368-63-3, name is 2-Chloro-6-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.SDS of cas: 18368-63-3

2-Chloro-6-methylpyridine (1.6 g), 3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-pyrrolidine (4.0 g), sodium t-butoxide (1.5 g), tris(dibenzylidenacetone)dipalladium (O)-chloroform adduct (0.2 g) and 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (0.25 g) were added to toluene (15 ml), and heated for 1 hour at 120C using a microwave reactor (trade name: INITIATOR, manufactured by Biotage). Upon the completion of the reaction, the reaction mixture was diluted with ethyl acetate, and the precipitate was filtered off through a short silica gel layer. The filtrate was distilled off under reduced pressure, and the residue was purified by column chromatography to obtain 2-methyl-6-[3-(3,4,5-trichlorophenyl)-3- (trifluoromethyl)pyrrolidin-l-yl]pyridine (3.4 g).1H-NMR: see the table below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-63-3, 2-Chloro-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AG; MIHARA, Jun; HATAZAWA, Mamoru; YAMAZAKI, Daiei; KISHIKAWA, Hidetoshi; DOMON, Kei; WATANABE, Hidekazu; SASAKI, Norio; MURATA, Tetsuya; ARAKI, Koichi; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; ISHIKAWA, Tadashi; SHIBUYA, Katsuhiko; GOeRGENS, Ulrich; BRUeCHNER, Peter; FISCHER, Reiner; JANSEN, Johannes-Rudolf; KAPFERER, Tobias; MAECHLING, Simon; MAUE, Michael; VOERSTE, Arnd; WO2012/35011; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18368-63-3 ,Some common heterocyclic compound, 18368-63-3, molecular formula is C6H6ClN, 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.

2-Chloro-6-bromomethyl-pyridine was prepared from 2-chloro-6-methylpyridine [(638] mg, 5.0 mmol) with NBS (996.5 mg, 5.6 mmol) and AIBN (92 mg) in tetrachlorocarbon. [3-{5-] [[1- (6-CLROMO-PYRIDIN-2-YLMETHYL)-PIPERIDIN-2-YL]- [L,] 2,4] oxadiazol-3-yl}-benzonitrile (450 mg, quantitative) was obtained from [3- (5-PIPERIDIN-2-YL- [1,] 2,4] oxadiazol-3-yl) -benzonitrile (300 mg, 1.18 mmol) with crude 2-chloro-6-bromomethyl-pyridine (640 mg, 3.12 mmol) and diisopropylethylamine (762.5 mg, 5.0 mmol) in DMF (8 mL) at 80 [C] for [18] [H. IH] NMR [(CDC13),] [8] (ppm): 8.40 (d, 1H), 8.33 (dd, 1H), 7.79 (dd, 1H), 7.62 (q, 2H), 7.49 (d, [1H),] 7.18 (d, [1H),] 4.16 (t, [1H),] 3.75 (dd, 2H), 3.04 (m, [1H),] 2.49 (m, [1H),] 2.04 (m, 2H), 1.50-1. 86 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-63-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14902; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18368-63-3, 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 18368-63-3, name is 2-Chloro-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-6-methylpyridine 4a (5 g, 39.19 mmol, prepared by a known method “Journal of Chemical Research-Part S, 1996, 4, 194-195”),4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis(1,3,2-dioxaborolane)(10.95g, 43.11mmol), (1,5-cyclooctadiene)methoxy ruthenium(I) dimer (779 mg, 1.18 mmol) and 4,4′-di-tert-butyl-2,2′-dipyridine (631 mg, 2.35 mmol) were dissolved in 125 mL of n-hexane, heated to 80 C and stirred for 17 hours. The reaction was stopped, cooled to room temperature and concentrated under reduced pressure.The residue was purified by thin layer chromatography using a developing solvent system B.The title compound 4b (4.9 g, yield: 49.31%) was obtained.

According to the analysis of related databases, 18368-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Lu Biao; Wang Shenglan; Shen Xiaodong; He Feng; Tao Weikang; (56 pag.)CN109535161; (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. 18368-63-3, name is 2-Chloro-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 18368-63-3

Example 92-((1H-indol-3-yl)methyl)-9-(6-methylpyridin-2-yl)-2,9-diazaspiro[5.5]undecan-1-one a) 9-(6-methylpyridin-2-yl)-2-((1-tosyl-1H-indol-3-yl)methyl)-2,9-diazaspiro[5.5]undecan-1-one; The mixture of 2-((1-tosyl-1H-indol-3-yl)methyl)-2,9-diazaspiro[5.5]undecan-1-one (50 mg, 0.077 mmol, contains 1.7 moleq TFA), 2-chloro-6-methylpyridine (13 mul, 0.116 mmol), Pd2 dba3 (3.6 mg, 3.9 mumol), sodium t-butanolate (22.3 mg, 0.23 mmol), 2-(2-dicyclohexylphosphanylphenyl)-N,N-dimethylaniline (DavePhos, 3.1 mg, 7.8 mumol) and dry dioxane (1 ml) was placed in a microwave tube and flushed with argon. The tube was sealed and the suspension was heated at 100 C. for 1 h under microwave conditions. The reaction mixture was diluted with ethyl acetate and washed with water and brine and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting brown oil was purified by flash chromatography (EtOAc/hexane 1:1) to yield 34 mg (80%) of the title compound [LCMS RtD=2.85 min, [M+H]+=543.2].

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, 18368-63-3, 2-Chloro-6-methylpyridine.

Reference:
Patent; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; OFNER, Silvio; PANDIT, Chetan; ROY, Bernard Lucien; US2012/101110; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18368-63-3, 2-Chloro-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, 18368-63-3, blongs to pyridine-derivatives compound. 18368-63-3

General procedure: A heating reaction vessel was charged with the prescribed amount of catalyst, naphthylpyrimidine (0.5 mmol), aryl chloride (0.6 mmol), K2CO3 (1.5 mmol), KO2CR (0.1 mmol), PAr3 (0.1 mmol) and water (3 mL) under nitrogen. The vessel was sealed and heated at 120 C (oil bath temperature) for 24 h. The resulting mixture was cooled to room temperature, and the aqueous layer was extracted with ethyl acetate, then the combined organic layers were washed with water, dried over MgSO4, filtered, and the solvent was removed on a rotary evaporator. The resulting residue was purified by flash chromatography to give the corresponding products 1-34.

With the rapid development of chemical substances, we look forward to future research findings about 18368-63-3.

Reference:
Article; Li, Hong-Mei; Tu, Tian-Yong; Han, Xin; Wang, Zhi-Qiang; Fu, Wei-Jun; Hao, Xin-Qi; Song, Mao-Ping; Xu, Chen; Synlett; vol. 29; 13; (2018); p. 1729 – 1734;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

18368-63-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 18368-63-3 as follows.

2-Chloro-6-methylpyridine (1 10mg, Aldrich), N-bromosuccinimide (153mg) and AIBN (14.16mg) were dissolved in carbon tetrachloride (2ml) and the reaction mixture stirred at 80 0C under argon for three hours. The reaction mixture was allowed to cool to room temperature, filtered through Kieselguhr, washed with dichloromethane and evaporated to afford the title compound (98mg; crude material used directly in the next step), m/z [M+H]+: 205.9 / 207.9 / 210.1. Retention time 0.89 min (LC/MS method 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-63-3, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 18368-63-3, name is 2-Chloro-6-methylpyridine,molecular formula is C6H6ClN, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 18368-63-3

A mixture of 2-chloro-6-methylpyridine 3e (1.30 g, 10.2 mmol), potassium carbonate (2.12 g, 15.3 mmol) and benzyl mercaptane (1.90 g, 15.3 mmol) in DMSO (10 mL) was stirred at 150 C for 3 h. After cooled to room temperature, H2O was added and extracted with EtOAc. The extract was washed with a solution of NaHCO3, H2O and brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/EtOAc = 15/1) to afford compound 4e (1.90 g, 87%) as a colorless oil: 1H-NMR (CDCl3) d 2.52 (3H, s), 4.41 (2H, s), 6.81-6.83 (1H, m), 6.93-6.95 (1H, m), 7.20-7.42 (6H, m).

With the rapid development of chemical substances, we look forward to future research findings about 18368-63-3.

Reference:
Article; Nishida, Haruyuki; Fujimori, Ikuo; Arikawa, Yasuyoshi; Hirase, Keizo; Ono, Koji; Nakai, Kazuo; Inatomi, Nobuhiro; Hori, Yasunobu; Matsukawa, Jun; Fujioka, Yasushi; Imanishi, Akio; Fukui, Hideo; Itoh, Fumio; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3447 – 3460;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18368-63-3, 2-Chloro-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, 18368-63-3, blongs to pyridine-derivatives compound. 18368-63-3

1, 1-dimethylethyl (6-methyl-2-Dyridinyl)acetateTo a stirred solution of tert-butyl acetate (1.013 mL, 7.50 mmol), 2-chloro-6-methylpyridine (638 mg, 5 mmol), chloro(2-di-t-butylphosphino-2′,4′,6′-tri-/’-propyl-1 , 1 ‘-biphenyl)[2-(2- aminoethyl)phenyl]palladium(ll) (34.3 mg, 0.050 mmol) in Toluene (10 mL) at 0 C in a 100-mL round bottom flask under N2 was added a solution of LHMDS (1 M in toluene) (15.00 mL, 15.00 mmol) pre-cooled to 0 C. The reaction was stirred for 30 minutes. LCMS indicated the reaction was complete, so it was poured into ammonium chloride (aqueous, saturated) and water (1 :1 , 40 mL), and extracted with ethyl acetate (3 x 100 mL). The combined organics were dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography (0-25% EtOAc in hexanes) to afford 1 , 1 -dimethylethyl (6-methyl-2-pyridinyl)acetate (918 mg, 4.43 mmol, 89 % yield) as a yellow oil. LC-MS(ES) m/z = 208 [M+H]+. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1.41 (s, 9 H), 2.44 (s, 3 H), 3.68 (s, 1 H), 7.12 (t, J=7.33 Hz, 2 H), 7.64 (t, J=7.71 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 18368-63-3.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem