Category: 1374655-69-2

Related Products of 1374655-69-2, 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. 1374655-69-2, name is 3-Bromo-4-ethyl-5-fluoropyridine, molecular formula is C7H7BrFN, 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.

A reaction vessel containing a mixture of 3-bromo-4-ethyl-5-fluoropyridine (0.25 g, 0.0012 mol), 4,4,4*,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (0.96 g, 0.0036 mol), and potassium acetate (0.36 g, 0.0036 mol) in 1,4-dioxane (15 mL) was purged with argon for 10 min. Next [l,l-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (0.09 g, 0.00012 mol) was added and heated at 100 C for 18 h. The reaction mixture was cooled to room temperature filtered through a bed of CELITE and the bed was washed with ethyl acetate. The filtrate was concentrated under reduced pressure to afford the crude product 4-ethyl-3-fluoro-5-(4,4,5,5tetramethyl-l ,3,2-dioxaborolan-2-yl)pyridine. MS (M+l): 252.1.

According to the analysis of related databases, 1374655-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; PARK, Min, K.; RATCLIFFE, Paul; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43521; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1374655-69-2, 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. 1374655-69-2, name is 3-Bromo-4-ethyl-5-fluoropyridine, molecular formula is C7H7BrFN, 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.

A reaction vessel containing a mixture of 3-bromo-4-ethyl-5-fluoropyridine (0.25 g, 0.0012 mol), 4,4,4*,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (0.96 g, 0.0036 mol), and potassium acetate (0.36 g, 0.0036 mol) in 1,4-dioxane (15 mL) was purged with argon for 10 min. Next [l,l-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (0.09 g, 0.00012 mol) was added and heated at 100 C for 18 h. The reaction mixture was cooled to room temperature filtered through a bed of CELITE and the bed was washed with ethyl acetate. The filtrate was concentrated under reduced pressure to afford the crude product 4-ethyl-3-fluoro-5-(4,4,5,5tetramethyl-l ,3,2-dioxaborolan-2-yl)pyridine. MS (M+l): 252.1.

According to the analysis of related databases, 1374655-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; PARK, Min, K.; RATCLIFFE, Paul; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43521; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1374655-69-2, 3-Bromo-4-ethyl-5-fluoropyridine, 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, 1374655-69-2, blongs to pyridine-derivatives compound. Formula: C7H7BrFN

To a stirred solution of 9-chloro-8-fluoro-l-methyl-7-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-4,5-dihydro-[l,2,4]triazolo[4,3-a]quinoline (151-3; 0.4 g, 0.0011 mol) and 3-bromo-4-ethyl-5-fluoropyridine (0.22 g, 0.0011 mol) in the mixture of 1,4-dioxan (15 ml) and water (5 ml) was added cesium carbonate (0.71 g, 0.0022 mol). Reaction mass was purged with argon for 20 min. Then Pd(dppf)2Cl2 (0.04 g, 0.000055mol) was added. The reaction mixture was heated 95 C and stirred at 95 C for 6 h. The reaction mixture was allowed to cool to room temperature, the reaction mixture was filtered through celite bed and filter bed was thoroughly washed with ethyl acetate. The filtrate was concentrated under vacuum. The residue was dissolved in dichloromethane, washed with water, brine solution, dried over sodium sulphate, concentrated to afford the crude compound, which was purified by silica gel (60-120) column chromatography and preparative HPLC (analytical conditions: column: XTERRA C18(250mm X 4.6mm X 5um), mobile phase (A): 0.01% ammonia in water, mobile phase (B): acetonitrile, flow rate: 1.0 mL/min, Time/%B: 0/20,8/50,25/50,26/20,30/20) to obtain title compound (76). 1H MR (400 MHz, DMSO-c ) 6: 8.61 (s, 1 H), 8.33 (s, 1 H), 7.62-7.60 (d, J=7.2 Hz, 1 H), 2.91 (bs, 4 H), 2.58 (s, 3 H) 2.57-2.54 (m, 2 H), 1.06-1.02 (t, J = 7.6 Hz, 3 H). MS (M+l): 361.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1374655-69-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1374655-69-2, 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 1374655-69-2, name is 3-Bromo-4-ethyl-5-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 9-chloro-l-methyl-7-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-4,5-dihydro-[l,2,4] triazolo[4,3-a]quinoline (80-4; 0.717 g, 0.0020 mol) and 3-bromo-4-ethyl-5-fluoropyridine (0.423 g, 0.0020 mol) in the mixture of 1,4- dioxan (5 mL) and water (5 mL) was added sodium carbonate (0.66 g, 0.0062 mol). Reaction mass was purged with argon for the next 20 min. CatalystPd(dppf)2Cl2.dichloromethane (0.084 g, 0.0001 mol) was added and again purged with argon for 10 min and allowed to stirred at 90 C for 4 h. The reaction mixture was filtered through CELITE bed and filter bed was thoroughly washed with ethyl acetate. The collected organic parts was concentrated under vacuum to afford the crude compound, which was purified by silica gel column chromatography followed by preparative HPLC (analytical conditions; column: ZORBAX XDB (150mm X 4.6mm X 3.5um), mobile phase (A): water, Mobile phase (B): MeOH, flow rate : 1.0 mL/min, gradient T/%B:0/20,6/25,25/75,27/20,30/20) to obtain title compound. 1H NMR (400 MHz, DMSO- d6) delta: 8.55 (s, 1 H), 8.32 (s, 1 H), 7.64 (s, 1 H), 7.55 (s, 1 H), 2.94 (bs, 4 H), 2.65-2.59 (m, 2 H), 2.56 (s, 3 H), 1.09-1.05 (t, J = 7.6 Hz, 3 H). MS (M+l): 343.2.

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 1374655-69-2, 3-Bromo-4-ethyl-5-fluoropyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1374655-69-2, 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 1374655-69-2, name is 3-Bromo-4-ethyl-5-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 9-chloro-l-methyl-7-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-4,5-dihydro-[l,2,4] triazolo[4,3-a]quinoline (80-4; 0.717 g, 0.0020 mol) and 3-bromo-4-ethyl-5-fluoropyridine (0.423 g, 0.0020 mol) in the mixture of 1,4- dioxan (5 mL) and water (5 mL) was added sodium carbonate (0.66 g, 0.0062 mol). Reaction mass was purged with argon for the next 20 min. CatalystPd(dppf)2Cl2.dichloromethane (0.084 g, 0.0001 mol) was added and again purged with argon for 10 min and allowed to stirred at 90 C for 4 h. The reaction mixture was filtered through CELITE bed and filter bed was thoroughly washed with ethyl acetate. The collected organic parts was concentrated under vacuum to afford the crude compound, which was purified by silica gel column chromatography followed by preparative HPLC (analytical conditions; column: ZORBAX XDB (150mm X 4.6mm X 3.5um), mobile phase (A): water, Mobile phase (B): MeOH, flow rate : 1.0 mL/min, gradient T/%B:0/20,6/25,25/75,27/20,30/20) to obtain title compound. 1H NMR (400 MHz, DMSO- d6) delta: 8.55 (s, 1 H), 8.32 (s, 1 H), 7.64 (s, 1 H), 7.55 (s, 1 H), 2.94 (bs, 4 H), 2.65-2.59 (m, 2 H), 2.56 (s, 3 H), 1.09-1.05 (t, J = 7.6 Hz, 3 H). MS (M+l): 343.2.

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 1374655-69-2, 3-Bromo-4-ethyl-5-fluoropyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem