Category: 1211517-76-8

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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5BrFN

Copper cyanide (1.87 g, 0.021 mol) was added at room temperature to a sealed tube containing a solution of 3-bromo-5-fluoro-4-methylpyridine (E; 2.0 g, 0.0105 mol) in dimethylformamide (20 mL). The reaction mixture was heated to 150 C for 16 h. It was then cooled to RT, quenched with 20% aqueous ammonia (30 mL) solution and stirred for 5 min. The reaction mixture was extracted with diethyl ether (2 x 100 mL). The organic layers were washed with water (2 x 50 mL), dried over anhydrous sodium sulphate and concentrated to afford 5-fluoro-4-methylnicotinonitrile. 1H NMR (400 MHz, CDC13) delta 8.62 (s, 1 H), 8.56 (s, 1 H), 2.56 (s, 3 H).

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, 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; RATCLIFFE, Paul; TAYLOR, Jerry Andrew; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43520; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211517-76-8, 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 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: A mixture of the intermediate of step 1 (150 mg, 475 pmol), 3-bromo-5-fluoro-4-methylpyridine(108 mg, 570 pL), Cu(l)l (6 mg, 24 pmol), K2C03 (132 mg, 964 pmol) and N,N?-dimethyl ethylendiamine(30 mg, 81 pmol) in toluene (0.5 mL) was heated in a sealed tube to 120 C under N2 atmosphereovernight. The volatiles were removed under reduced pressure and the residue was purified bychromatography (Interchim cartridge 5OSiHP /12 g, EtOAc/Cy) to yield the title compound of example17(111 mg,55%).LC-MS (Method 2): m/z [M-?-H] = 425.1(MW calc. = 424.76); R = 0.79 mm. Step 2: A mixture of the intermediate of step 1 (150 mg, 475 pmol), 3-bromo-5-fluoro-4-methylpyridine(108 mg, 570 pL), Cu(l)l (6 mg, 24 pmol), K2C03 (132 mg, 964 pmol) and N,N?-dimethyl ethylendiamine(30 mg, 81 pmol) in toluene (0.5 mL) was heated in a sealed tube to 120 C under N2 atmosphereovernight. The volatiles were removed under reduced pressure and the residue was purified bychromatography (Interchim cartridge 5OSiHP /12 g, EtOAc/Cy) to yield the title compound of example17(111 mg,55%).LC-MS (Method 2): m/z [M-?-H] = 425.1(MW calc. = 424.76); R = 0.79 mm.

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 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; VOSS, Felix; WACHTEN, Sebastian; KLESS, Achim; RITTER, Stefanie; WO2015/90580; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8, 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. A new synthetic method of this compound is introduced below.

Step 2 3-Bromo-5-fluoro-4-methylpyridine (1.69 g, 8.89 mmol, Eq: 1.00), bis(triphenylphosphine)-palladium(10 dichloride (312 mg, 445 mumol, Eq: 0.05) and copper (I) iodide (84.7 mg, 445 mumol, Eq: 0.05) in DMF (15 ml) with flushed with nitrogen and treated with ethynyltrimethylsilane (1.05 g, 1.5 ml, 10.7 mmol, Eq: 1.2) and triethylamine (3.63 g, 5 ml, 35.9 mmol, Eq: 4.03). The reaction was heated to 115 C. and held at this temperature for 18 h. The mixture was cooled, diluted with water and extracted with ether (3*). The combined organic layers were washed with water (2*), brine, dried over anhydrous sodium sulfate, filtered through celite and concentrated to give a brown oil. The crude material was purified by flash chromatography (silica gel, 80 g, 20% EtOAc in hexanes). Fraction were pooled and evaporated to yield 1.09 g (59%) of 3-fluoro-4-methyl-5-((trimethylsilyl)ethynyl)pyridine as a yellow oil containing some solid. 1H NMR (DMSO-d6) delta 8.50 (s, 1H), 8.44 (s, 1H), 2.34 (d, J=1.8 Hz, 3H), 0.27 (s, 9H). LC-MS (ES) calculated for C11H14FNSi, 207.33. found m/z 207.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; DuBois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/109720; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8, 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. A new synthetic method of this compound is introduced below.

Step 2 3-Bromo-5-fluoro-4-methylpyridine (1.69 g, 8.89 mmol, Eq: 1.00), bis(triphenylphosphine)-palladium(10 dichloride (312 mg, 445 mumol, Eq: 0.05) and copper (I) iodide (84.7 mg, 445 mumol, Eq: 0.05) in DMF (15 ml) with flushed with nitrogen and treated with ethynyltrimethylsilane (1.05 g, 1.5 ml, 10.7 mmol, Eq: 1.2) and triethylamine (3.63 g, 5 ml, 35.9 mmol, Eq: 4.03). The reaction was heated to 115 C. and held at this temperature for 18 h. The mixture was cooled, diluted with water and extracted with ether (3*). The combined organic layers were washed with water (2*), brine, dried over anhydrous sodium sulfate, filtered through celite and concentrated to give a brown oil. The crude material was purified by flash chromatography (silica gel, 80 g, 20% EtOAc in hexanes). Fraction were pooled and evaporated to yield 1.09 g (59%) of 3-fluoro-4-methyl-5-((trimethylsilyl)ethynyl)pyridine as a yellow oil containing some solid. 1H NMR (DMSO-d6) delta 8.50 (s, 1H), 8.44 (s, 1H), 2.34 (d, J=1.8 Hz, 3H), 0.27 (s, 9H). LC-MS (ES) calculated for C11H14FNSi, 207.33. found m/z 207.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; DuBois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/109720; (2013); 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.1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine, molecular formula is C6H5BrFN, molecular weight is 190.013, as common compound, the synthetic route is as follows.Formula: C6H5BrFN

Step D 3-fluoro-4-methyl-5-f4 A5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl) yridme3-bromo-5-fluoro-4-methylpyridine (9.25 mmol, 2.93 g) bis(pinacolato)diboron (11.10 mmol, 2.82 g) l, -bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.463 mmol, 0.335 g) and potassium acetate (18.50 mmol, 1.816 g) were combined in dioxane (37.0 mL) and heated to 80 C for 24 hours, under nitrogen. The reaction was allowed to cool to room temperature, EtOAc (400ml) added and the mixture filtered through CELITE and washed with 1 :1 saturated sodium bicarbonate solution / water (2 x 200ml) and brine (100ml). Organics were dried over sodium sulphate and solvent evaporated under reduced pressure to yield crude product as a brown oil. Purification by silica chromatography eluting with 25 to 50% EtOAc / heptane afforded 3-fluoro-4-methyl-5-(4J4,5,5-tetramethyl-l.3,2-dioxaborolan-2-yl)pyridine. 1H NMR (CDC13)5: 8.68 (s, IH), 8.39 (s, 1H), 2.48 (s, 3H), 1.38 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HOYT, Scott, B.; PARK, Min, K.; LONDON, Clare; XIONG, Yusheng; BENNETT, D., Jonathan; CAI, Jaiqiang; RATCLIFFE, Paul; COOKE, Andrew; CARSWELL, Emma; MACLEAN, John; SAXENA, Rohit; KULKARNI, Bheemashankar, A.; GUPTA, Archana; WO2012/12478; (2012); 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.1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine, molecular formula is C6H5BrFN, molecular weight is 190.013, as common compound, the synthetic route is as follows.Formula: C6H5BrFN

Step D 3-fluoro-4-methyl-5-f4 A5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl) yridme3-bromo-5-fluoro-4-methylpyridine (9.25 mmol, 2.93 g) bis(pinacolato)diboron (11.10 mmol, 2.82 g) l, -bis(diphenylphosphino)ferrocenedichloropalladium(II) (0.463 mmol, 0.335 g) and potassium acetate (18.50 mmol, 1.816 g) were combined in dioxane (37.0 mL) and heated to 80 C for 24 hours, under nitrogen. The reaction was allowed to cool to room temperature, EtOAc (400ml) added and the mixture filtered through CELITE and washed with 1 :1 saturated sodium bicarbonate solution / water (2 x 200ml) and brine (100ml). Organics were dried over sodium sulphate and solvent evaporated under reduced pressure to yield crude product as a brown oil. Purification by silica chromatography eluting with 25 to 50% EtOAc / heptane afforded 3-fluoro-4-methyl-5-(4J4,5,5-tetramethyl-l.3,2-dioxaborolan-2-yl)pyridine. 1H NMR (CDC13)5: 8.68 (s, IH), 8.39 (s, 1H), 2.48 (s, 3H), 1.38 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HOYT, Scott, B.; PARK, Min, K.; LONDON, Clare; XIONG, Yusheng; BENNETT, D., Jonathan; CAI, Jaiqiang; RATCLIFFE, Paul; COOKE, Andrew; CARSWELL, Emma; MACLEAN, John; SAXENA, Rohit; KULKARNI, Bheemashankar, A.; GUPTA, Archana; WO2012/12478; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8 ,Some common heterocyclic compound, 1211517-76-8, molecular formula is C6H5BrFN, 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.

Step 3 A mixture of the intermediate from step 2 (150 mg, 0.54 mmol) and K2CO3 (150 mg, 1.09 mmol,) in toluene (5 mL) was degassed with Ar for 30 min. 3-bromo-5-fluoro-4-methyl-pyridine (97 muL, 0.815 mmol), CuI (5 mg, 0.027 mmol) and N,N’-dimethylethylenediamine (10 muL, 0.092 mmol) were added to the RM and heated at 100 C. in a sealed tube for 16 h. The RM was concentrated under reduced pressure, diluted with water and extracted with EtOAc. The organic layer was dried and concentrated under reduced pressure to give the crude product which was purified by CC (SiO2; 1% MeOH in CH2Cl2) to yield the title compound (115 mg, 55%). LC-MS (Method 2): m/z [M+H]+=386.2 (MW calc. 385.39); Rt=0.66 min. 1H-NMR (DMSO-d6, 400 MHz), delta (ppm)=9.94 (s, 1H), 8.48 (s, 1H), 8.36 (s, 1H), 7.98 (s, 1H), 6.60 (s, 1H), 3.91 (s, 3H), 3.85 (s, 3H), 3.69 (s, 3H), 2.19 (d, 3H, J=0.88 Hz), 2.06 (s, 3H).

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. 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, FELIX; NORDHOFF, SONJA; WACHTEN, SEBASTIAN; WELBERS, ANDRE; RITTER, STEFANIE; US2015/166505; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1211517-76-8, 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine, molecular formula is C6H5BrFN, 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.

Step 2: A solution of the intermediate from step 1 (3.0 g, 15.8 mmol) and [1 ,1-Bis(diphenylphosphino)- ferrocene]dichloropalladium(ll) ( 0,7 g, 0.95 mmol) in ethylene glycol (70 mL) was purged with N2 before 1-(vinyloxy)butane (3.2 g, 31.6 mmol) and NEt3 (4.4 mL, 31.6 mmol) were added. The RM was stirred at 140C for 4 h. Water was added and the mixture extracted with CH2CI2. The combined organic layers were concentrated in vacuo, a solution of HCI (3 M, 30 mL) and THF (10 mL) added and the resulting solution stirred overnight. Water was added and the mixture extracted several times with EtOAc. The combined organic layers were dried, volatiles removed under reduced pressure and the residue purified by CC (Si02, Cy/EtAc) to yield the desired compound (0.77 g, 32%).

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 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, Felix; RITTER, Stefanie; NORDHOFF, Sonja; WACHTEN, Sebastian; OBERBOeRSCH, Stefan; KLESS, Achim; WO2015/22073; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem