Category: 151049-87-5

151049-87-5, name is 3-Bromo-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 3-Bromo-1-methyl-1H-pyrazole

0583-1 A suspension of 5-bromothiazole (200 mg), bis(pinacolato)diboron (371 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (98 mg) and potassium acetate (296 mg) in 1,4-dioxane (6 mL) was stirred at 100 C. for 2 hours in a nitrogen atmosphere. 3-Bromo-1-methyl-1H-pyrazole (194 mg), water (0.6 mL), sodium carbonate (320 mg), and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (42 mg) were added to the reaction mixture, followed by stirring at 100 C. for 2 hours. The reaction mixture was cooled to room temperature, the insolubles were filtered off, and the obtained residue was purified by silica gel column chromatography (methanol-ethyl acetate), thereby obtaining 5-(1-methyl-1H-pyrazol-3-yl)thiazole (16 mg). MS m/z (M+H): 166.

The synthetic route of 151049-87-5 has been constantly updated, and we look forward to future research findings.

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., Formula: C4H5BrN2

To a mixture of 3-bromo-1-methylpyrazole (0.91 g), toluene (18 mL), ethanol (3.0 mL) and water (3.0 mL) were added (4-(hydroxymethyl)phenyl)boronic acid (1.1 g), sodium carbonate (0.60 g) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (0.52 g) at room temperature, and the mixture was stirred under an argon atmosphere at 110 C. overnight. The reaction mixture was filtered, and the filtrate was diluted with ethyl acetate, washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) and triturated with ethyl acetate and hexane to give the title compound (1.1 g). MS: [M+H]+ 189.1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 151049-87-5.

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 mixture of 3-bromo-1-methyl-pyrazole (156 mg) and 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)pyridazine (200 mg) in 1 ,4-dioxane (2 ml_) was added potassium phosphate (0.5 g) and water (0.4 ml_), followed by degassing and purging with nitrogen for 10 minutes. (0700) Chloro(crotyl)(tricyclohexylphosphine)palladium(ll) (28 mg) was added and the reaction mixture was degassed once again. This mixture was heated at 1 10C under microwave irradiation for 30 minutes. After cooling to room temperature the reaction mixture was concentrated and purified by preparative reverse phase HPLC to afford 4-(1-methylpyrazol-3-yl)pyridazine as a white solid. (0701) NMR (400MHz, CD3OD) 9.77 (dd, 1 H) 9.33 (dd, 1 H) 8.41 (dd, 11-1) 7.80 (d, 1 H) 7.10 (d, 11-1) 4.04 (s, 3H)

The synthetic route of 151049-87-5 has been constantly updated, and we look forward to future research findings.

Reference 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.

A 30m1 tube was charged with ethyl N-(diphenylmethylene)glycinate (2.5 g, 9.35 mmol), 3-bromo-1-methyl-lh-pyrazole (1.51 g, 9.35 mmol), potassium phosphatetribasic (6 g, 27.7 mmol) in toluene (15 mL) and the mixture was purged with N2 for 5 minutes. Bis(tri-tert-butylphosphine)palladium(0) (526 mg, 1.03 mmol) was added and the vial was capped and the mixture was stirred at 100C for 16 hours. The mixture was cooled and filtered over decalite. The filtrate was concentrated in vacuo. The residue was purified by column chromatography using a gradient from 0 till 100% EtOAc inheptane. The product fractions were concentrated in vacuo to yield ethyl2-(benzhydrylideneamino)-2-( 1 -methylpyrazol-3 -yl)acetate (1.95 g) as a pale yellow oil.

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.

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., Application In Synthesis of 3-Bromo-1-methyl-1H-pyrazole

To a mixture of 8-3 (80 mg, 0.21 mmol, 1.0 eq) and 8-3a (44 mg, 0.27 mmol, 1.3 eq) in dioxane (3 mL) and H20 (0.15 mL) was added Na2CC>3 (44 mg, 0.42 mmol, 2.0 eq) and Pd(dppf)Cl2 (16 mg, 21 umol, 0.1 eq) in one portion under N2. The mixture was stirred at 100 C for 16 h. LCMS showed the starting material was consumed completely and one peak with desired MS was detected. The reaction mixture was concentrated under reduced pressure to remove solvent, and then added CH3CN (5 mL), filtered to give a black-brown liquid. The residue was purified by prep-HPLC. LCMS and XH NMR confirmed that Compound 8 was obtained (2.20 mg, 6.4 umol, 3.0% yield). LCMS (ESI): RT = 0.835 min, mass calcd. For C17H23N3O2S, 333.15 m/z found 333.9[M+H]+ 1H NMR (400MHz, CDC13) delta 8.44 (br d, J= 7.20 Hz, 1H), 8.04 (s, 1H), 7.64 (br d, J= 8.00 Hz, 1H), 7.41 (br s, 1H), 6.76 (br d, J= 8.80 Hz, 1H), 6.68 (s, 1H), 3.96 (s, 3H), 3.54 (br s, 1H), 3.04 (s, 3H), 2.10 – 2.00 (m, 2H), 1.87 – 1.75 (m, 2H), 1.68 – 1.55 (m, 2H), 1.50 – 1.42 (m, 3H).

The synthetic route of 151049-87-5 has been constantly updated, and we look forward to future research findings.

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., Computed Properties of C4H5BrN2

Example 0734 0734-1 A mixture of 5-bromo-2-methylpyridine (258 mg), bis(pinacolato)diboron (396 mg), potassium acetate (282 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride-dichloromethane adduct (49 mg), and 1,4-dioxane (5 mL) was stirred at 100 C. for 2.5 hours. 3-Bromo-1-methyl-1H-pyrazole (200 mg), sodium carbonate (254 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (42 mg), and water (0.5 mL) were added thereto, followed by stirring at 100 C. for 6 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, NH silica), thereby obtaining 2-methyl-5-(1-methyl-1H-pyrazol-3-yl)pyridine (190 mg) as yellow oily substance. MS m/z (M+H): 174.

The synthetic route of 151049-87-5 has been constantly updated, and we look forward to future research findings.

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. Quality Control of 3-Bromo-1-methyl-1H-pyrazole

To a solution of 3-bromo-1-methyl-1H-pyrazole (40 g, 248 mmol) (see the Supporting Information for the synthesis) in THF (1 L) was added dropwise a solution of t-BuLi (200 mL, 1.3 M, 260 mmol) in hexane at -90 C under N2 with stirring over 2 h. The reaction mixture was stirred at -90 C for further 0.5 h. Then a solution of (SS)-4 (58 g, 209 mmol) in THF (0.2 L) was added dropwise to the reaction mixture at -90 C. The mixture was stirred and warmed slowly to r.t. overnight. TLC showed the desired spot with Rf = 0.25 (EtOAc). Then the solution was quenched with sat. aq NH4Cl (1 L) and extracted with Et2O (3 ¡Á 0.8 L). The combined organic layers were dried (Na2SO4) concentrated. The crude product was purified by column chromatography over silica gel (PE-EtOAc, 20:1 ? 2:1) to give the title product; yield: 22.9 g (30%); brown oil; Rf = 0.25 (EtOAc).

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.

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. SDS of cas: 151049-87-5

Dissolve YC042 (100mg, 0.4mmol) and 1-methyl-3-bromo-1H-pyrazole (129mg, 0.8mmol) in DME, add 1.6mL of 2M sodium carbonate aqueous solution, evacuate and introduce nitrogen, and add catalyst Pd (dppf) 2Cl2-CH2Cl2 (16mg). After vacuuming again, nitrogen was passed through, refluxed at 95 C overnight, diluted with water, extracted with ethyl acetate, and the organic phase was dried over anhydrous sodium sulfate. YC043 (24 mg).

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.

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.

In a 2mL microwave tube, a mixture of 4-(7-morpholinoquinazolin-5- yl)oxycyclohexanamine (27 mg, 0.082 mmol), 3-bromo-1-methyl-pyrazole (9.5 muL, 0.0999 mmol), allyl(chloro)palladium (0.8 mg, 0.004 mmol), di-tert-butyl(2′,4′,6′- triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphane (4 mg, 0.008 mmol), and sodium 2-methylpropan-2-olate (83 muL of 2 M in tetrahydrofuran, 0.166 mmol) in tBuOH (400 muL) was heated to 90C and allowed to stir overnight. The reaction was diluted with DCM and filtered through celite and the filtrate was concentrated under reduced pressure. The residue was chromatographed over 12g silica gel using 0-10% MeOH/DCM as eluent to yield 1-methyl-N-((1s,4s)-4-((7-morpholinoquinazolin-5- yl)oxy)cyclohexyl)-1H-pyrazol-3-amine (12.5 mg, 36%).1H NMR (400 MHz, CDCl3) delta 9.43 (d, J = 1.5 Hz, 1H), 9.09 (d, J = 1.6 Hz, 1H), 7.10 (d, J = 2.2 Hz, 1H), 6.78 (d, J = 2.1 Hz, 1H), 6.57 (d, J = 1.9 Hz, 1H), 5.53 (t, J = 2.0 Hz, 1H), 4.76 – 4.66 (m, 1H), 3.88 (dt, J = 5.0, 3.0 Hz, 4H), 3.72 (d, J = 1.5 Hz, 3H), 3.49 – 3.33 (m, 5H), 2.18 (dd, J = 13.8, 4.1 Hz, 3H), 1.99 (dt, J = 11.7, 3.7 Hz, 2H), 1.89 – 1.63 (m, 4H). ESI-MS m/z = 409.33 (M+1)+.

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.