Category: 151049-87-5

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. 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 151049-87-5

(2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (6.0 g, 22.2 mmol, 1.0 eq.), 3-bromo-1-methyl-1H-pyrazole (4.29 g, 26.7 mmol, 1.2 eq.), potassium carbonate (6.23 g, 44.4 mmol, 2.0 eq.) and tetrakis(triphenylphosphine)palladium(0) (487 mg, 0.67 mmol, 0.03 eq.) were combined into a reaction flash under an inert atmosphere. Degassed 1,4-dioxane (92.5 mL) and water (18.5 mL) were added. After 16 h at 100 C., the reaction mixture was diluted with water and extracted with IPA/CHCl3 (1:3) (3*). The combined organic extracts were concentrated under reduced pressure. Purification using flash column chromatography on silica gel with 0-70% MeCN/DCM provided the title compound (3.9 g, 78% yield). 1H-NMR (400 MHz, DMSO-d6) 7.77 (d, J=2.3 Hz, 1H), 7.48-7.42 (m, 2H), 6.83 (d, J=2.3 Hz, 1H), 5.22 (t, J=5.6 Hz, 1H), 4.49 (d, J=5.5 Hz, 2H), 3.88 (s, 3H); ES-MS [M+H]+=225.4.

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 151049-87-5, name is 3-Bromo-1-methyl-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 151049-87-5, name: 3-Bromo-1-methyl-1H-pyrazole

To a solution of 3-bromo-1-methyl-1H-pyrazole (650 mg, 4.O4mmol) in acetonitrile(10 mL) was added 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) (2.15 g, 6.06 mmol). The mixture wasstirred room temperature for 72 h. The reaction was concentrated in vacuo and the residue was dissolved in ethyl acetate (20 mL), washed with saturated sodium bicarbonate (20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified via flash silica chromatography (solvent gradient: 0-2% ethyl acetate in petroleum ether) to yield 150 mg crude of the title compound as a white solid.

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.

Reference:
Patent; GENENTECH, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BRAUN, Marie-Gabrielle; GIBBONS, Paul; LEE, Wendy; LY, Cuong; RUDOLPH, Joachim; SCHWARZ, Jacob; ASHKENAZI, Avi; FU, Leo; LAI, Tommy; WANG, Fei; BEVERIDGE, Ramsay; ZHAO, Liang; (652 pag.)WO2018/166528; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 151049-87-5, These common heterocyclic compound, 151049-87-5, name is 3-Bromo-1-methyl-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.

To a solution of (5-(methoxycarbonyl)thiophen-3-yl)boronic acid (5.30 g, 28.5 mmol) and 3-bromo-i-methyl-iH-pyrazole (4.59 g, 28.5 mmol) in dioxane (108 mL) were added Pd(PPh3)4 (1.04 g, 1.42 mmol) and 1.5 M aqueous K3PO4solution (57 mL, 85 mmol). The resulting mixture was heated at 80 C for ih, then cooled, diluted with CH2C12, dried over Na2504, filtered through a pad of silic, and concentrated. The residue was purified by column chromatography on silica gel, eluting with EtOAc/hexanes, to give the title compound. MS: m/z = 223 (M + 1). ?H NMR (400 MHz, CDC13) oe 8.18 (s, iH), 7.80(s, iH), 7.40(s, iH), 6.44(s, iH), 3.96(s, 3H), 3.94 (s, 3H).

Statistics shows that 3-Bromo-1-methyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 151049-87-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 151049-87-5, 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 151049-87-5 as follows.

dihydroquinolin- I (211)-yl)-N-methyl- I -(tetrahydro-2H-pyran-4-yI)-6,7-dihydro- I Hpyrazolo[4,3-c}pyridine-5(4H)-carboxamide (Intermediate S. 100 mg, 0.2 mmol) in THF (2.5 mL) and water (0.5 mL) was added chloro(2-dicyclohexylphosphino-2?,4,6?-tri-i-propy1-i,1?-biphenyl)(2?-amino-1,1?-biphenyl-2-yl) palladium (II) (16 mg, 0.02 mmol), 2- (dicyclohexylphosphino)-2?,4?,6?-triisopropylbiphenyl (9 mg, 0.02 mmol), 3 -bromo- 1-methyl- pyrazole (48 mg, 0.3 mmol) and Na2CO3 (42 mg, 0.4 mmol). The reaction was heated to 60C for 16 h under a nitrogen atmosphere. After cooling the reaction to room temperature, the mixture was concentrated in vacuo. DCM (50 mL) was added and the mixture was washedwith water (30 mL x 3) and brine (30 mL). The organic layer was dried over anhydrousNa2SO4, filtered and concentrated in vacuo. The crude residue was purified by reverse phasechromatography (acetonitrile 40-70% / 0.05% NH4OH in water) to give the title compound(11 mg, 11%) as a white solid. 111 NMR (400 MHz, DM80-cl6) 6 7.73 (d, Jr 2.0 Hz, IH),7.44 (t,J 55.6 Hz, IH), 7.32 (s, lH), 6.86 (s, 111), 6.55 (d,Jr 4.0 Hz, IH), 6.46 (s, 1H),4.33 -4.23 (m, IH), 4.02 (s, 211), 3.95 – 3.93 (m, 211), 3.86 (s, 311), 3.61 – 3.58 (m, 414), 3.48-3.42 (m, 211), 2.89-2.71 (m, 4H), 2.53 (d,J= 4,4 Hz, 3H), 2.01 – 1.93 (m, 4H), 1.82- 1.80 (m, 211). LCMS M/Z (M+H) 526.

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 151049-87-5, name is 3-Bromo-1-methyl-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 151049-87-5, Recommanded Product: 151049-87-5

Preparation 45 (1126) -methoxy-4-(1 -methyl-1 -/-pyrazol-3-yl)aniline (1127) (1128) To a solution of 2-methoxy-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (310 mg, 1 .244 mmol) and 3-bromo-1 -methyl-1 -/-pyrazole (154 mg, 0.957 mmol) in THF (3 ml_) was added Pd(dppf)Cl2-DCM (40 mg, 0.049 mmol) and 2M aqueous Na2CC>3 (1 ml_) and the reaction was heated to 65 C for 18 hours. The reaction was diluted with EtOAc and water. The aqueous layer was extracted with EtOAc, the combined organic layers were washed with water and brine, dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-60% EtOAc in cyclohexane to afford the title compound (34 mg, 18%). (1129) 1 H NMR (500 MHz, CDCI3): delta ppm 7.33 (d, J = 18.8 Hz, 2H), 7.28 (d, J = 1 .2 Hz, 2H), 7.20 (d, J = 7.9 Hz, 1 H), 6.74 (dd, J = 7.9, 1 .2 Hz, 1 H), 6.45 (dd, J = 2.2, 1 .2 Hz, 1 H), 3.95 (m, 6H), 3.85 (br s, 2H). (1130) HRMS (ESI) MS m/z calcd for C11 H14N3O [M+H]+ 204.1 131 , found 204.1 141 .

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.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WOODWARD, Hannah; INNOCENTI, Paolo; NAUD, Sebastien; BLAGG, Julian; HOELDER, Swen; WO2015/128676; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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. Formula: C4H5BrN2

Example 0930 0930-1 3-Methoxyazetidine hydrochloride (160 mg), sodium tert-butoxide (250 mg), 1,4-dioxane (10 mL), and ((2-dicyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl))palladium(II) methanesulfonate (BRETTPHOS-PD-G3 (trade name, manufactured by Sigma-Aldrich Co. LLC.)) (40 mg) were added to 3-bromo-1-methyl-1H-pyrazole (160 mg), followed by stirring at 80 C. for 2 hours. The reaction mixture was cooled to room temperature, the solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate-methanol), thereby obtaining 3-(3-methoxyazetidin-1-yl)-1-methyl-1H-pyrazole (41 mg) as yellow oily substance. MS m/z (M+H): 168.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 151049-87-5, its application will become more common.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H5BrN2

(2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (6.0 g, 22.2 mmol, 1.0 eq.), 3-bromo-1-methyl-1H-pyrazole (4.29 g, 26.7 mmol, 1.2 eq.), potassium carbonate (6.23 g, 44.4 mmol, 2.0 eq.) and tetrakis(triphenylphosphine)palladium(0) (487 mg, 0.67 mmol, 0.03 eq.) were combined into a reaction flash under an inert atmosphere. Degassed 1,4-dioxane (92.5 mL) and water (18.5 mL) were added. After 16 h at 100 C., the reaction mixture was diluted with water and extracted with IPA/CHCl3 (1:3) (3*). The combined organic extracts were concentrated under reduced pressure. Purification using flash column chromatography on silica gel with 0-70% MeCN/DCM provided the title compound (3.9 g, 78% yield). 1H-NMR (400 MHz, DMSO-d6) 7.77 (d, J=2.3 Hz, 1H), 7.48-7.42 (m, 2H), 6.83 (d, J=2.3 Hz, 1H), 5.22 (t, J=5.6 Hz, 1H), 4.49 (d, J=5.5 Hz, 2H), 3.88 (s, 3H); ES-MS [M+H]+=225.4.

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 151049-87-5, 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. 151049-87-5 name is 3-Bromo-1-methyl-1H-pyrazole, This 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.

1-methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole A mixture of 3-bromo-1-methyl-1H-pyrazole (100 mg, 0.62 mmol), 1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (500 mg, 1.52 mmol), K3PO4 (400 mg, 1.88 mmol) and Pd(dtbpf)Cl2 (41 mg, 0.063 mmol) in 1,4-dioxane (2.5 mL) and water (0.5 mL) was stirred at 120 C. for 1 h under microwave irradiation. The mixture was then concentrated in vacuo and the residue purified by Biotage column chromatography (SNAP 25 g column, CH2Cl2/EtOH 100/0->99/1) to give the title compound as a yellow resin (45 mg, 26%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-1-methyl-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 151049-87-5, These common heterocyclic compound, 151049-87-5, name is 3-Bromo-1-methyl-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.

(2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol (6.0 g, 22.2 mmol, 1.0 eq.), 3-bromo-1-methyl-1H-pyrazole (4.29 g, 26.7 mmol, 1.2 eq.), potassium carbonate (6.23 g, 44.4 mmol, 2.0 eq.) and tetrakis(triphenylphosphine)palladium(0) (487 mg, 0.67 mmol, 0.03 eq.) were combined into a reaction flash under an inert atmosphere. Degassed 1,4-dioxane (92.5 mL) and water (18.5 mL) were added. After 16 h at 100 C., the reaction mixture was diluted with water and extracted with IPA/CHCl3 (1:3) (3*). The combined organic extracts were concentrated under reduced pressure. Purification using flash column chromatography on silica gel with 0-70% MeCN/DCM provided the title compound (3.9 g, 78% yield). 1H-NMR (400 MHz, DMSO-d6) 7.77 (d, J=2.3 Hz, 1H), 7.48-7.42 (m, 2H), 6.83 (d, J=2.3 Hz, 1H), 5.22 (t, J=5.6 Hz, 1H), 4.49 (d, J=5.5 Hz, 2H), 3.88 (s, 3H); ES-MS [M+H]+=225.4.

Statistics shows that 3-Bromo-1-methyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 151049-87-5.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Bender, Aaron M.; US2020/131159; (2020); 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. 151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 3-Bromo-1-methyl-1H-pyrazole

A mixture of l-(6-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)-6-((4- methoxybenzyl)oxy)-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-indazole (3.0 g, 5.0 mmol, 1.0 eq), 3-bromo-l-methyl-lH-pyrazole (151049-87-5) (880 mg, 5.5 mmol, 1.1 eq) and K2C03 (1.38 g, 10.0 mmol, 2.0 eq) in 1, 4-dioxane/H20 (100 mL/5 mL) was stirred while purging N2 at rt for 10 min. To this system was added Pd(dppf)Cl2 (458 mg, 0.5 mmol, 0.1 eq) and heated to 110 C for 16 h. The mixture was diluted with EA (100 mL) and washed with saturated aqueous NaHC03 solution (100 mL) and brine (100 mL). The organics were dried (Na2S04) and concentrated in vacuo. The crude mixture was purified by silica gel chromatography using PE/EA (1/1) as eluent to give l-(6-(((tert- butyldimethylsilyl)oxy)methyl)pyridin-2-yl)-6-((4-methoxybenzyl)oxy)-4-(l-methyl-lH- pyrazol-3-yl)-lH-indazole. 1.75 g, as a yellow solid, Y: 62%. ESI-MS (M+H) +: 556.2.

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.