Category: 3398-16-1

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. 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-3,5-dimethylpyrazole

A mixture of tert-butyl 3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (381 mg, 0.981 mmol, from Example 1, step 2), 4-bromo-3,5-dimethyl-1H-pyrazole (206 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (110 mg, 0.098 mmol) and sodium carbonate (310 mg, 2.9 mmol) in 1,4-dioxane (10 mL) and water (5 mL) was purged with N2 and stirred at 110° C. for 2 h. The reaction mixture was filtered, diluted with EtOAc, then washed with water. The organic layer was concentrated and purified on silica gel (eluting with 0-100percent EtOAc/hexanes followed by 0-10percent MeOH/ dichloromethane) to give tert-butyl 3-(cyanomethyl)-3-(3?,5?-dimethyl-1H,1?H-4,4?-bipyrazol-1-yl)azetidine-1-carboxylate (90 mg, 26percent). LCMS calculated for C18H25N6O2 (M+H)+: m/z=357.2. Found: 357.2.

The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 3398-16-1, A common heterocyclic compound, 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, molecular formula is C5H7BrN2, 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 6: 4-[3-(Cyanomethyl)-3-(3 ?,5 ?-dimethyl-lH, 1 ?11-4,4 ?-bipyrazol-l-yl)azetidin-lylJ-2, 5-difluoro-N-[(1S)-2, 2, 2-trifluoro-1-methylethylJbenzamideA mixture of 4- { 3 -(cyanomethyl)-3 – [4-(4,4,5 ,5 -tetramethyl- 1,3,2- dioxaborolan-2-yl)- 1H-pyrazol- 1 -yl]azetidin- l-yl} -2,5 -difluoro-N-[( 1 S)-2,2,2- trifluoro- 1 -methylethyl]benzamide (329 mg, 0.610 mmol), 4-bromo-3 ,5-dimethyl-pyrazole (206 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (110 mg,0.098 mmol) and sodium carbonate (320 mg, 3.0 mmol) in 1,4-dioxane (10 mL)/water(5 mL) was purged with nitrogen and stirred at 110 °C for 1 h. The reaction mixturewas diluted with EtOAc, washed with water and brine, concentrated. The residuewas purified first with silica gel (eluting with 0-100percent EtOAc/hexanes followed by10percent methanol/dichloromethane), and then by prep-LCMS (XBridge C18 column,eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide,flow rate of 60 mL/min) to give the desired product (30 mg, 9.7percent). ?H NMR (500 MHz, DMSO-d6) oe 12.17 (1H, s), 8.45 (1H, d, J= 8.0 Hz), 8.10 (1H, s), 7.70 (1H,7.34 (1H, m), 6.61 (1H, s), 4.77 (1H, m), 4.62 (2H, d, J= 9.0 Hz), 4.39 (1H, d, J=Hz), 3.64 (2H, s), 2.22 (6H, s), 1.31 (6H, d, J= 7.0 Hz) ppm. LCMS calculated for C23H23F5N7Q (M+H): m/z = 508.2; Found: 508.0.

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.

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. 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 3398-16-1

with reflux condenser and magnetic force to the rotor of the dry three-mouth bottle is sequentially added in the 3, 5 – dimethyl -4 – brompyrazole (5250 mg, 30 . 00 mmol, 1 . 00 equivalent), cuprous iodide (572 mg, 3 . 00 mmol, 0 . 10 equivalent), L – proline (690 mg, 6 . 00 mmol, 0 . 20 equivalent), potassium carbonate (8280 mg, 60 . 00 mmol, 2 . 00 equivalent) replacing nitrogen three times, then adding iodine anisole (10500 mg, 45 . 00 mmol, 1 . 50 equivalent) and steams again dimethyl sulfoxide (10 ml). The reaction mixture to the 120 C under stirring 2 days, TLC thin layer chromatographic monitoring until the raw material 4 – brompyrazole reaction finishes. The addition of water (100 ml) quenching the reaction, filtration, 50 ml ethyl acetate full washing insolubles, separating the mother liquor in the organic phase, dried with anhydrous sodium sulfate, filtered, the solvent removed by reduced pressure distillation. The obtained crude product through the silica gel column chromatography separation and purification, eluent (petroleum ether/ethyl acetate=20:1 – 10:1), to obtain compound 1 colorless viscous liquid 8350 mg, yield 99%.

The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.

3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, 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. Recommanded Product: 4-Bromo-3,5-dimethylpyrazole

General procedure: The corresponding pyrazole derivative 18, 19 or 22 (4 or 7 equiv) was dissolved in alkaline DMF [containing NaOH (4 or 7 equiv)] and the solution was stirred for 30 min at r.t. The bromomethyl-substituted benzene derivative 21 or 23 (1 equiv) was added and the reaction mixture was stirred for 24?48 h at 70 ¡ãC. The solution was cooled to r.t., then poured into ice water (50 mL), and the resulting precipitate was collected by filtration, washed thoroughly with H2O (3 ¡Á 15 mL) and dried in a desiccator.

The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.

Related Products of 3398-16-1, These common heterocyclic compound, 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, 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.

PREPARATION 924-Bromo-3,5-dimeth l-1 -(methylthiomethyl)-l H-pyrazoleTo a solution of 4-bromo-3,5-dimethyl-1 H-pyrazole (2.1 Og, 14.3mmol) in acetone (20 ml_) was added K2CO3 (2.37g, 17.1 mmol) followed by chloromethyl methyl sulfide (1.3 ml_, 5.7mmol). The light yellow suspension was stirred at room temperature for 96 hr. At this time the reaction was thick with white precipitate. The reaction mixture was stripped off volatiles, diluted with methylene chloride and filtered. The filtrate was concentrated under reduced pressure to give the title compound as a light yellow oil which was used without further purification.

Statistics shows that 4-Bromo-3,5-dimethylpyrazole is playing an increasingly important role. we look forward to future research findings about 3398-16-1.

3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, 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. Product Details of 3398-16-1

To a cold (0¡ã C.), well stirred suspension of NaOH (1.6 g, 40 mmoles) and 4-bromo-3,5-dimethylpyrazole (1.75 g, 10 mmoles) in acetone (100 mL), was added 2-(trichloromethyl)-propan-2-ol (3.54 g, 20 mmoles)/portion-wise over 1 hour. The mixture was allowed to warm to room temperature overnight. The solvent was evaporated under reduced pressure. The residue was dissolved in water (100 mL) and washed with ether (50 mL). The aqueous phase was separated and acidified with conc. HCl to pH=3. The mixture was extracted with CH2Cl2 (3*50 mL) and the combined organics dried over Na2SO4. A colorless oil was obtained after the removal of the solvent under reduced pressure. MS(DCI+) m/z 263 (M+H)+.

The synthetic route of 3398-16-1 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 3398-16-1 as follows. SDS of cas: 3398-16-1

Step 6: 4-[3- (Cyanomethyl)-3- (3 ?.5 ?-dimethyl-JFL 1 ?H-4, 4 ?-bipyrazol-l-yl)azetidin-l-yl]2, 5-d ifluoro-N-[ (1S)-2, 2, 2-trifluoro-1-methylethyl]benzamideA mixture of 4- {3 -(cyanomethyl)-3 – [4-(4,4,5 ,5 -tetramethyl- 1,3 ,2-dioxaborolan-2- yl)- 1H-pyrazol- 1 -yl] azetidin- 1 -yl} -2,5 -difluoro-N- [(1 S)-2,2,2-trifluoro- 1- methylethyl]benzamide (329 mg, 0.610 mmol), 4-bromo-3 ,5 -dimethyl- 1 H-pyrazole (206 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (110 mg, 0.098 mmol) and sodium carbonate (320 mg, 3.0 mmol) in 1,4-dioxane (10 mL)/water (5 mL) was purgedwith nitrogen and stirred at 110 ¡ãC for 1 h. The reaction mixture was diluted with EtOAc, washed with water and brine, concentrated. The residue was purified first with silica gel (eluting with 0-100percent EtOAc/hexanes followed by 10percent methanol/dichloromethane), and then by prep-LCMS (XBridge Cl 8 column, eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide, at flow rate of 60 mL/min) to give the desiredproduct (30 mg, 9.7percent). ?H NMR (500 MHz, DMSO-d6) oe 12.17 (1H, s), 8.45 (1H, d, J8.0 Hz), 8.10 (1H, s), 7.70 (1H, s), 7.34 (1H, m), 6.61 (1H, s), 4.77 (1H, m), 4.62 (2H, d, J= 9.0 Hz), 4.39 (1H, d, J= 9.0 Hz), 3.64 (2H, s), 2.22 (6H, s), 1.31 (6H, d, J 7.0 Hz) ppm. LCMS calculated for C23H23F5N70 (M+H): mlz = 508.2; Found: 508.0.

According to the analysis of related databases, 3398-16-1, the application of this compound in the production field has become more and more popular.

Application of 3398-16-1, The chemical industry reduces the impact on the environment during synthesis 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, I believe this compound will play a more active role in future production and life.

A mixture of 5-{3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylpyrazine-2-carboxamide (256 mg, 0.567 mmol, from Example 2, step 2), 4-bromo-3,5-dimethyl-1H-pyrazole (119 mg, 0.681 mmol), dicyclohexyl(2?,4?,6?-triisopropylbiphenyl-2-yl)phosphine-(2?-aminobiphenyl-2-yl)(chloro)palladium (1:1) (67 mg, 0.085 mmol) and cesium carbonate (550 mg, 1.7 mmol) in 1,4-dioxane (2 mL)/ water (1 mL) was purged with nitrogen three times. The reaction was heated to 53¡ã C. for 2 h. The mixture was diluted with EtOAc, washed with brine, concentrated. The resulting reside was purified first on silica gel (eluting with 0-100percent EtOAc/hexanes followed by 10percent methanol/ dichloromethane), and then by prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product (0.1 g, 40percent). 1H NMR (500 MHz, DMSO-d6) delta 8.64 (1H, d, J=1.5 Hz), 8.12 (1H, s), 8.06 (1H, d, J=8.0 Hz), 7.96 (1H, d, J=1.0 Hz), 7.71 (1H, s), 4.72 (2H, d, J=9.5 Hz), 4.49 (1H, d, J=9.5 Hz), 4.08 (1H, m), 3.68 (2H, s), 2.22 (6H, s), 1.16 (6H, d, J=6.5 Hz) ppm. LCMS calculated for C21H26N9O (M+H)+: m/z=420.2. Found: 420.0.

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-3,5-dimethylpyrazole, other downstream synthetic routes, hurry up and to see.