Category: 71229-85-1

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 71229-85-1

Step 4: Synthesis of 6-chloro-2-cyclopropyl-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indole1003421 To a solution of compound 3 (4.3 g, 20.5 mmol) in toluene (50 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4(4.0 g, 22.8 mmol), potassium phosphate (11.0 g, 51.2 mmol), N,N?dimethylethylenediamine (722 mg, 8.2 mmol) and Cu(I)I (390 mg, 2.0 mmol) at RT under inert atmosphere. The reaction solution was purged with argon for 15 mm and then sealed the tube. The reaction mixture was heated to 140 C and stirred for 16 h. After completion of the reaction by TLC, the reaction mixture was cooed to RT, diluted with EtOAc (50 mL) and filtered. The filtrate was washed with water (40 mL), brine (40 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 9% EtOAc/Hexanes) to afford compound 5 (3.9 g, 63%) as a pale brown solid. 1H NMR (400 MHz, CDC13): oe 7.64 (s, 1H), 7.60 (s, 1H), 7.16 (d, J = 8.4 Hz, 1H), 7.01 (dd, J =8.4, 6.4 Hz, 1H), 6.12 (s, 1H), 4.25 (q, J = 7.2 Hz, 2H), 1.69-1.62 (m, 1H), 1.56 (t, J = 7.2 Hz, 3H), 0.92-0.87 (m, 2H), 0.76-0.72 (m, 2H); LC-MS (ES): 98.6%; mlz 304.3 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 jim); RT 4.23 mm; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Edward; LONERGAN, David; WO2015/77503; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 71229-85-1, 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. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 6-chloro-7-fluoro-1H-indole 8 (400 mg, 2.36 mmol) in toluene (10 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4 (Step 3 above; 414 mg, 2.36 mmol), potassium phosphate (1.25 g, 5.91 mmol), N,N’-dimethylethylenediamine (84 mg, 0.95 mmol) and Cu(I)I (45 mg, 0.24 mmol) at RT under inert atmosphere. The resulted solution was purged with argon and sealed the tube. The reaction mixture was then heated to 140 C. for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, diluted with hexane (10 mL) and filtered through a short pad of celite. The filtrate was washed with water (2*10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 8-10% EtOAc/Hexanes) to afford compound 9 (224 mg, 36%) as a light brown thick liquid. 1H NMR (500 MHz, CDCl3): delta 7.64 (s, 1H), 7.61 (s, 1H), 7.31 (d, J=8.0 Hz, 1H), 7.12-7.07 (m, 2H), 6.60-6.59 (m, 1H), 4.22 (q, J=7.5 Hz, 2H), 1.55 (t, J=7.5 Hz, 3H); LC-MS (ESI): 94.7%; m/z 264.1 (M+H+); (column: X Select C-18, 50*3.0 mm, 3.5 mum); RT 3.87 min; 5 mM NH4OAc: ACN; 0.8 mL/min).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-ethyl-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMAKEA, INC.; Evans, Jillian Frances; US9051320; (2015); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, 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. name: 4-Bromo-1-ethyl-1H-pyrazole

To a stirred solution of 6-chloro-7-fluoro-1H-indole 8 (400 mg, 2.36 mmol) in toluene (10 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4 (Step 3 above; 414 mg, 2.36 mmol), potassium phosphate (1.25 g, 5.91 mmol), N,N?-dimethylethylenediamine (84 mg, 0.95 mmol) and Cu(I)I (45 mg, 0.24 mmol) at RT under inert atmosphere. The resulted solution was purged with argon and sealed the tube. The reaction mixture was then heated to 140 C for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, dilutedwith hexane (10 mL) and filtered through a short pad of celite. The filtrate was washed with water (2×10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 8-10% EtOAc/Hexanes) to afford compound 9 (224 mg, 36%) as a light brown thick liquid. ?H NMR (500 MHz, CDC13): oe 7.64 (s, 1H), 7.61 (s, 1H), 7.31 (d, J = 8.0 Hz, 1H), 7. 12-7.07 (m, 2H), 6.60-6.59 (m, 1H), 4.22 (q, J = 7.5 Hz, 2H), 1.55 (t, J = 7.5 Hz, 3H); LC-MS (ES): 94.7%; m/z 264.1 (M + H); (column: X Select C-18, 50 x 3.0 mm, 3.5 gm); RT 3.87 mm; 5 mMNFI4OAc: ACN; 0.8 mL/min).

The synthetic route of 4-Bromo-1-ethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; BAIN, Gretchen; EVANS, Jillian Frances; HUTCHINSON, John Howard; LONERGAN, David; (123 pag.)WO2016/191427; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 4-Bromo-1-ethyl-1H-pyrazole

1003281 To a solution of compound 3 (4.3 g, 20.5 mmol) in toluene (50 mL) were added 4- bromo-1-ethyl-1H-pyrazole 4(4.0 g, 22.8 mmol), potassium phosphate (11.0 g, 51.2 mmol), N,N?-dimethylethylenediamine (722 mg, 8.2 mmol) and Cu(I)I (390 mg, 2.0 mmol) at RT underinert atmosphere. The reaction solution was purged with argon for 15 mm and then sealed the tube. The reaction mixture was heated to 140 C and stirred for 16 h. After completion of the reaction by TLC, the reaction mixture was cooed to RT, diluted with EtOAc (50 mL) and filtered. The filtrate was washed with water (40 mL), brine (40 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 9% EtOAc/Hexanes) to afford compound 5 (3.9 g, 63%) as a pale brown solid. 1H NMR (400 MHz, CDC13): 7.64 (s, 1H), 7.60 (s, 1H), 7.16 (d, I = 8.4 Hz, 1H), 7.01 (dd, J =8.4, 6.4 Hz, 1H), 6.12 (s, 1H), 4.25 (q, J = 7.2 Hz, 2H), 1.69-1.62 (m, 1H), 1.56 (t, J = 7.2 Hz, 3H), 0.92-0.87 (m, 2H), 0.76-0.72 (m, 2H); LC-MS (ES): 98.6%; m/z 304.3 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 tm); RT 4.23 mill; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; BAIN, Gretchen; EVANS, Jillian Frances; HUTCHINSON, John Howard; LONERGAN, David; (123 pag.)WO2016/191427; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Step 1: Synthesis of 6-chloro-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indole (9):1003491 To a stirred solution of 6-chloro-7-fluoro-1H-indole 8 (400 mg, 2.36 mmol) in toluene(10 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4 (Step 3 above; 414 mg, 2.36 mmol),potassium phosphate (1.25 g, 5.91 mmol), N,N?-dimethylethylenediamine (84 mg, 0.95 mmol)and Cu(I)I (45 mg, 0.24 mmol) at RT under inert atmosphere. The resulted solution was purged with argon and sealed the tube. The reaction mixture was then heated to 140 C for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT, diluted with hexane (10 mL) and filtered through a short pad of celite. The filtrate was washed with water (2x 10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 8-10% EtOAc/Hexanes) to afford compound 9 (224 mg, 36%) as a light brown thick liquid. 1H NMR (500 MHz, CDC13): oe 7.64 (s, 1H), 7.61 (s, 1H), 7.31 (d, J = 8.0 Hz, 1H), 7.12-7.07 (m, 2H), 6.60-6.59 (m, 1H), 4.22 (q, J = 7.5 Hz, 2H), 1.55 (t, J = 7.5 Hz, 3H); LC-MS (ES): 94.7%; mlz 264.1 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 jim); RT 3.87 mm; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Edward; LONERGAN, David; WO2015/77503; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 71229-85-1,Some common heterocyclic compound, 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, molecular formula is C5H7BrN2, 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.

In a nitrogen atmosphere, a mixture of 1.62 g of 4-methoxy-3-methyl-phenylboronic acid, 1.57 g of 4-bromo-1-ethyl-1H-pyrazole (9X), 0.79 g of a 1,1?-bis(diphenylphosphino)ferrocene-palladium(II) dichloride-dichloromethane complex, 3.51 g of sodium carbonate, 100 ml of 1, 4-dioxane, and 30 ml of water was stirred with heating under reflux for 4 hours. The reaction mixture was extracted with ethyl acetate, and the organic layer was washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography to obtain 1.3 g of 9Y represented by the following formula.

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; DOTA, Koichiro; (92 pag.)US2017/105415; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 71229-85-1, These common heterocyclic compound, 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, 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.

[0511j A solution of (6-bromo- i-ethyl-S -fluoro- 1 H-benzo [d]imidazol-2- yl)diphenylmethanol (0.21 g, 0.50 mmol), 4,4,4?,4?,S ,S ,S?,S?-octamethyl-2,2?-bi( 1,3,2- dioxaborolane) (0.25 g, 1.0 mmol), i,i?-bis(diphenylphosphino)ferrocenepalladium(II) dichloride (0.035 g, 0.050 mmol) and potassium acetate (0.098 g, 1.0 mmol) in dioxane (10 mL) was stirred at reflux for 5 hours. After cooling to ambient temperature, 4-bromo-i-ethyl- 1H-pyrazole (0.088 g, 0.5 mmol), tetrakis(triphenylphosphine)palladium (0) (0.055 g, 0.05 mmol), cesium carbonate (0.33 g, 1.0 mmol) and water (3 mL) were added. The reaction mixture was stirred at 100 C for 12 hours. After cooling to ambient temperature, ethyl acetate and water were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to give (i-ethyl-6-(i-ethyl-1H-pyrazol-4-yl)-5-fluoro- 1H-benzo[d]imidazol-2-yl)diphenylmethanol (0.10 g, 45%) as solid. LCMS ESI (+) mlz 441 (M+H).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Bromo-1-ethyl-1H-pyrazole

Step 4: Synthesis of 6-chloro-2-cyclopropyl-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indole1003421 To a solution of compound 3 (4.3 g, 20.5 mmol) in toluene (50 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4(4.0 g, 22.8 mmol), potassium phosphate (11.0 g, 51.2 mmol), N,N?dimethylethylenediamine (722 mg, 8.2 mmol) and Cu(I)I (390 mg, 2.0 mmol) at RT under inert atmosphere. The reaction solution was purged with argon for 15 mm and then sealed the tube. The reaction mixture was heated to 140 C and stirred for 16 h. After completion of the reaction by TLC, the reaction mixture was cooed to RT, diluted with EtOAc (50 mL) and filtered. The filtrate was washed with water (40 mL), brine (40 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 9% EtOAc/Hexanes) to afford compound 5 (3.9 g, 63%) as a pale brown solid. 1H NMR (400 MHz, CDC13): oe 7.64 (s, 1H), 7.60 (s, 1H), 7.16 (d, J = 8.4 Hz, 1H), 7.01 (dd, J =8.4, 6.4 Hz, 1H), 6.12 (s, 1H), 4.25 (q, J = 7.2 Hz, 2H), 1.69-1.62 (m, 1H), 1.56 (t, J = 7.2 Hz, 3H), 0.92-0.87 (m, 2H), 0.76-0.72 (m, 2H); LC-MS (ES): 98.6%; mlz 304.3 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 jim); RT 4.23 mm; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, 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 71229-85-1, Product Details of 71229-85-1

In a RBF previously equipped with a magnetic stirrer and nitrogen balloon was taken 4- bromo-1 -ethyl-1 H-pyrazole (2.15 g, 12.33 mmol) in THF (15 ml) and the mixture was cooled at -78 C. n-BuLi (2.5 M in THF, 22.4 ml, 13.56 mmol) was added drop-wise to the reaction mixture and it was stirred at same temperature for 2 h. 5-nitro-2- phenoxybenzaldehyde (commercially available, 3.0 g 12.33 mmol) was dissolved in THF (5 ml) and the solution was added drop-wise in to reaction mixture at -78 C. The reaction mixture was stirred at -78 C for 2 h and then allowed to reach room temperature and stirred for 12 h. The reaction mixture was quenched with ammonium chloride solution (50 ml) and extracted with EtOAc (2 x 100 ml). The combined organic layer was washed with brine (100 ml) and dried over sodium sulphate and the solvent removed under reduced pressure to obtain 2 g of the crude title compound that that was used in the next step without further purification. MS (ES+) m/z 340 [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, 4-Bromo-1-ethyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

71229-85-1, The chemical industry reduces the impact on the environment during synthesis 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a degassed (N2 bubbling) solution of 4-bromo-1-ethyl-1H-pyrazole (2 g, 11.42 mmol) in 1,4-dioxane (30 ml) were added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-(1,3,2-dioxaborolane) (4.35 g, 17.14 mmol, 1.5 eq.), Pd(dppf)Cl2 (0.93 g, 1.14 mmol, 0.1 eq.) and potassium acetate (2.79 g, 28.55 mmol, 2.5 eq.) using the procedure of Intermediate Example 1(b). The solvent was distilled off to give the product in 88% yield (2.2 g). LC-MS (ESI): Calculated mass: 222.09; Observed mass: 223.3 [M+H]+ (rt: 0.83 min).

The chemical industry reduces the impact on the environment during synthesis 71229-85-1. I believe this compound will play a more active role in future production and life.