Category: 1151802-23-1

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. 1151802-23-1, name is 4-Bromo-1-cyclopropyl-1H-pyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 1151802-23-1

General procedure: A suspension of 1 -Difluoromethyl-4-(4,4,5,5 -tetramethyl-[ 1,3,21 dioxaborolan-2-yl)- 1H-pyrazole (1.47 g, 6.03 mmol), 4-bromo-2,6-difluorobenzaldehyde (1.1 g, 4.98 mmol), palladium acetate (0.03 g, 0.12 mmol), butyldi-1-adamantylphosphine (0.11 g, 0.3 mmol), and potassium carbonate (2.06 g, 14.93 mmol) in water (7 ml) and 1,4-dioxane (22 ml) in a tube was degassedfor 10 mm with argon, then the tube was sealed and heated at 100 C overnight. The reaction mixture was cooled to room temperature, concentrated under reduce pressure, the residue was diluted with EtOAc and washed with brine 2x then dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by silica column chromatography (10% to 25% EtOAc/Hex) to afford P7. 1HNMR (400 MHz, Chloroform-d) oe 10.32 (s, 1H), 8.16 (s,1H), 7.96 (s, 1H), 7.23 (t, J = 60.4 Hz, 1H), 7.14 (d, J = 9.5 Hz, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1151802-23-1, name is 4-Bromo-1-cyclopropyl-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 1151802-23-1, Application In Synthesis of 4-Bromo-1-cyclopropyl-1H-pyrazole

Step 1 : l-Cyclopropyl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyridaziiie To a 100 n L flask is added 4-bromo-l-cyclopropylpyrazol (6.57 g, 35.1 mmol) and anhydrous THF (30 niL). The solution is cooled to -78 C under nitrogen; then n-butyl lithium (15.5 n L, 2.5 M in hexanes, 38.6 mmol) is added dropwise. The reaction mixture is stirred at the temperature for 1 hr, followed by addition of isopropyl boronate (9.17 g, 94.1 mmol) and stirred below -70 C for 3 hours. The reaction is quenched with water (20 n L) and the resulted mixture is adjusted to pH 8-9 with aqueous hydrochloride solution (1 N). The combined organic phases are concentrated and used in next step without further purification (6.64 g, 81% yield). (MS: [M+l] 235)

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Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHONG, Boyu; SHIH, Chuan; YUAN, Hongbin; ZHOU, Feng; WO2014/32498; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1151802-23-1, The chemical industry reduces the impact on the environment during synthesis 1151802-23-1, name is 4-Bromo-1-cyclopropyl-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Bis(pinacolato)diboron (330 mg, 1.3 mmol), NaOAc (262 mg, 3.2 mmol), and Pd(dppf)Cl2-dichloromethane complex (89 mg, O. l lmmol) were combined in a microwave vial. 4-Bromo-l -cyclopropyl- lH-pyrazole and DMF (4 mL) were added and the vial was flushed with argon and sealed. The reaction mixture was heated in a microwave for 60 min at 150 0C. The reaction was diluted with 10 mL water and extracted 3 x 10 mL with EtOAc. The combined organic layers were dried over Na2Stheta4 and concentrated to yield 120 mg of the title compound as a dark oil, m/z 235.4 [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-cyclopropyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEMIEUX, Rene, Marc; BRUNETTE, Steven, Richard; HORAN, Joshua, Courtney; KOWALSKI, Jennifer, A.; LAWLOR, Michael, David; MCKIBBEN, Bryan; MILLER, Craig, Andrew; BARBOSA, Antonio, J.M.; WO2010/141273; (2010); 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. 1151802-23-1, name is 4-Bromo-1-cyclopropyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 4-Bromo-1-cyclopropyl-1H-pyrazole

General procedure: A suspension of 1 -Difluoromethyl-4-(4,4,5,5 -tetramethyl-[ 1,3,21 dioxaborolan-2-yl)- 1H-pyrazole (1.47 g, 6.03 mmol), 4-bromo-2,6-difluorobenzaldehyde (1.1 g, 4.98 mmol), palladium acetate (0.03 g, 0.12 mmol), butyldi-1-adamantylphosphine (0.11 g, 0.3 mmol), and potassium carbonate (2.06 g, 14.93 mmol) in water (7 ml) and 1,4-dioxane (22 ml) in a tube was degassedfor 10 mm with argon, then the tube was sealed and heated at 100 C overnight. The reaction mixture was cooled to room temperature, concentrated under reduce pressure, the residue was diluted with EtOAc and washed with brine 2x then dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by silica column chromatography (10% to 25% EtOAc/Hex) to afford P7. 1HNMR (400 MHz, Chloroform-d) oe 10.32 (s, 1H), 8.16 (s,1H), 7.96 (s, 1H), 7.23 (t, J = 60.4 Hz, 1H), 7.14 (d, J = 9.5 Hz, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Adding a certain compound to certain chemical reactions, such as: 1151802-23-1, name is 4-Bromo-1-cyclopropyl-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 1151802-23-1, Computed Properties of C6H7BrN2

A mixture of (2,6-dichlorophenyl)boronic acid (1.9 g, 10.1 mmol), 4-bromo-l- cyclopropyl-lH-pyrazole (1.7 g, 9.2 mmol), PdCl2(dppf)-CH2Cl2 adduct (0.30 g, 0.34 mmol) and Na2C03 (1.9 g, 18.4 mmol) in THF (15 mL) and water (5 mL) was degassed and then heated under microwave irradiation at 100 C for 3 hours. The reaction mixture was diluted with EtOAc, washed with saturated aqueous NH4CI and brine, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on S1O2 (0-30% EtOAc/hexanes) to afford l-cyclopropyl-4-(2,6-dichlorophenyl)-lH-pyrazole (1.4 g, 5.5 mmol, 60% yield) as an oil which became solid upon standing. NMR (500 MHz, CDCh) delta 7.63 (s, 2H), 7.35-7.43 (m, 2H), 7.15 (t, J=7.98 Hz, 1H), 3.68 (tt, J=3.78, 7.36 Hz, 1H), 1.21 (dt, J=1.10, 3.03 Hz, 2H), 1.07 (dd, J=1.93, 7.15 Hz, 2H).

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-cyclopropyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 1151802-23-1, name is 4-Bromo-1-cyclopropyl-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 1151802-23-1, Computed Properties of C6H7BrN2

A mixture of (2,6-dichlorophenyl)boronic acid (1.9 g, 10.1 mmol), 4-bromo-l- cyclopropyl-lH-pyrazole (1.7 g, 9.2 mmol), PdCl2(dppf)-CH2Cl2 adduct (0.30 g, 0.34 mmol) and Na2C03 (1.9 g, 18.4 mmol) in THF (15 mL) and water (5 mL) was degassed and then heated under microwave irradiation at 100 C for 3 hours. The reaction mixture was diluted with EtOAc, washed with saturated aqueous NH4CI and brine, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on S1O2 (0-30% EtOAc/hexanes) to afford l-cyclopropyl-4-(2,6-dichlorophenyl)-lH-pyrazole (1.4 g, 5.5 mmol, 60% yield) as an oil which became solid upon standing. NMR (500 MHz, CDCh) delta 7.63 (s, 2H), 7.35-7.43 (m, 2H), 7.15 (t, J=7.98 Hz, 1H), 3.68 (tt, J=3.78, 7.36 Hz, 1H), 1.21 (dt, J=1.10, 3.03 Hz, 2H), 1.07 (dd, J=1.93, 7.15 Hz, 2H).

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-cyclopropyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.