pyrazoles-derivatives

Reference of 31230-17-8,Some common heterocyclic compound, 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

A mixture of compound C (1.0 g, 2.94 mmol)and 3-amino-5- methylpyrazole (314 mg, 3.23 mmol) in dimethylformamide (6 ml) was treated with diisopropylethylamine (0.614 ml, 3.53 mmol) and sodium iodide (530 mg, 3.53 mmol). The mixture was stirred under nitrogen at 85 ¡ã for 4 hours, cooled to room temperature and diluted with ethyl acetate. The solution was washed with water (x 4), dried over magnesium sulphate and concentrated to 5 ml to afford, upon crystallization and harvesting of colourless crystals, the title compound D (920 mg, 78percent). 1H-NMR DMSO-d6, delta 0.80-0.87 (4H, m), 1.77-1.85 (IH, m), 1.92 (IH, s), 5.24 (IH, br s), 6.47 (IH, br s), 7.55 (2H, d), 7.70-7.80 (2H, m), 10.24 (IH, s), 10.47 (IH, s), 11.92 (IH, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-pyrazol-3-amine, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, 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 78703-53-4, Computed Properties of C6H8N2O2

General procedure: To a solution of carboxylic acid (0.1 mmol, 1 equiv.) in anhydrous THF (0.5 mL) in 2 dram screw cap vials was added imidazole hydrochloride (15.7 mg, 1.5 equiv.) and CDI (17.8 mg, 1.1 equiv.). The reactions were stirred for 4 h at 50 oC. A solution of pyrazole amide 23 (17.3 mg, 0.9 equiv.) in THF was added to each of the vials, and the reactions were agitated overnight at 50 oC. The solvent was removed, and the residue was dissolved in absolute EtOH (1 mL). To this was added a solution of NaOEt in EtOH (150 muL, 21% w/w, 4 equiv.). The reactions were heated to 120 oC for 2 h in a sealed vial. The reactions were cooled to room temperature and 300 muL of 1M HCl was added, and the reactions were concentrated to precipitate the desired product. The solid was washed with 0.5 mL EtOAc and water to provide the final compounds.

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.

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.

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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, A new synthetic method of this compound is introduced below., Safety of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

Step 1 : 3-{[{[(ferf-butoxy)carbonyl]amino}({[(ferf-butoxy)carbonyl]imino})methyl]amino} propanoic acid (INT- 16) beta-alanine (1 .0 mmol) and A/,/V-di-(Boc)-1 H-pyrazole-1 -carboxamide (1 .0 mmol) are suspended in pyridine (2.0 mL) and stirred at 25 C for 2 days. The homogenous reaction is treated with 1 N NaOH and extracted into ethyl acetate. The aqueous layer is acidified (pH 3) with 1 N HCI and then extracted into ethyl acetate. The combined organic layers are washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to provide 3-{[{[(ferf-butoxy)carbonyl]amino}({[(ferf- butoxy)carbonyl]imino})methyl]amino}propanoic acid (INT-16).

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.

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.

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. 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

HL (0.2 mmol, 29 mg), Cu(NO3)23H2O (0.2 mmol,48 mg), 4,4?-dibromobiphenyl (0.01 mmol, 31 mg), ethanol (3 ml) were added to 12 ml H2O, subsequently, the mixture wasplaced in a Teflon-lined stainless reactor and heated to 140 C for 3 days under autogenous pressure. Finally, the blue blockshapedcrystals suitable for X-ray single crystal diffraction were obtained with a yield of 32.7 % (based on Cu(NO3)23H2O)

The synthetic route of 75415-03-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 5203-77-0, 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. 5203-77-0 name is 1,3-Dimethyl-1H-pyrazol-5-ol, 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.

General procedure: Intermediate 7 (4mmol), dissolved in dry dichloromethane (60mL), and PCl5 (4.2mmol) were added and stirred at room temperature for 1h. The solvent was moved out under reduced pressure to afford acid chloride, the acid chloride was then dissolved in dry CH2Cl2 (60mL), Then 1-methyl-1H-pyrazol-5-ol (4mmol) and Et3N (4.8mmol) were added to the above solution, and stirred for a further 18-24hat room temperature. After adding dichloromethane (30mL), the resultant mixture was washed sequentially with 2N hydrochloric acid (100mL), saturated NaHCO3 and saturated NaCl and dried over Na2SO4. The rest of the solution was evaporated in vacuum and purified by silica gel column chromatography using gradient elution of ethyl acetate/hexane (V:V = 1:2) to obtain the desired intermediate 8 as a write powder (30%-70%). 4.1.10 1-methyl-1H-pyrazol-5-yl3-methyl-2-oxo-1-propyl-2,3-dihydro-1H-benzo[d] imidazole- 5-carboxylate Yield: 45%. m.p. 107-108C. 1H NMR (600MHz, CDCl3) delta 8.01 (dd, J=8.4, 1.2Hz, 1H), 7.77 (d, J=1.2Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.10 (d, J=8.4Hz, 1H), 6.20 (d, J=1.8Hz, 1H), 3.92 (t, J=7.2Hz, 2H), 3.80 (s, 3H), 3.51 (s, 3H), 1.91-1.71 (m, 2H), 1.00 (t, J=7.8Hz, 3H). EI-MS (m/z): 314.18 (M)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dimethyl-1H-pyrazol-5-ol, and friends who are interested can also refer to it.

Application of 35344-95-7, These common heterocyclic compound, 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, 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.

into a 100-mL round-bottom flask, was placed a solution of tert-butyl N-[3- (methanesulfonyloxy)cyclobutyl]carbamate (2.65 g, 9.99 mmol, 1.00 eq.), lH-pyrazole-4- carbaldehyde (1.152 g, 11.99 mmol, 1.20 eq.) and Cs2C03 (6.52 g, 20.01 mmol, 2.00 eq.) in DMF (20 mL). The resulting solution was stirred for 4 h at room temperature. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 100 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC with the following conditions (CombiFlash-1): Column, CI 8 silica gel; mobile phase, MeCN/H2O=60:40 increasing to MeCN/H2O=70:30 within 3 min; Detector, UV 254 nm. The crude product was purified by Prep-SFC with the following conditions (prep SFC 350-2): Column: Phenomenex Lux 5u Cellulose-4 250*50mm; mobile Phase A: CO2:70, Mobile Phase B: MeOH-HPLC:30; Flow rate: 150 mL/min; 254 nm; RTL4.53; RT2:5.36. This resulted in 712 mg (54%) of tert-butyl N-[cw-3-(4-formyl-lH-pyrazol-l-yl)cyclobutyl]carbamate as a white solid.

Statistics shows that 1H-Pyrazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 35344-95-7.

Adding a certain compound to certain chemical reactions, such as: 95162-14-4, name is 4-Bromo-1-tritylpyrazole, 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 95162-14-4, Application In Synthesis of 4-Bromo-1-tritylpyrazole

To a suspension of 4-bromo-trityl-1H-pyrazole (0.7 g) in N,N-dimethylformamide (14 ml) was added 4-fluorophenylboronic acid (0.377 g), cesium carbonate (1.758 g), and tetrakis triphenylphosphine palladium (0.208 g). The resulting suspension was stirred at room temperature for 10 min. The irradiation of microwaves at 160 C. for 10 min was sufficient to complete a reaction in the suspension. The product was filtered through silica gel, diluted in ethyl acetate (30 ml) and washed with saturated ammonium chloride solution (30 ml) and then with brine (30 ml). The washed organic layer thus formed was dried over anhydrous magnesium sulfate and concentrated by evaporation in a vacuum. The residue thus obtained was separated using silica gel chromatography to produce 4-(4-fluorophenyl)-1-trityl-1H-pyrazole (yield 51%).1H-NMR (300 MHz, CDCl3): delta7.93 (s, 1H), 7.62 (s, 1H), 7.36-7.29 (m, 11H), 7.21-7.18 (m, 6H).

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-tritylpyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 1613191-73-3, These common heterocyclic compound, 1613191-73-3, name is Allyl 3,5-diamino-1H-pyrazole-4-carboxylate, 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 suspension of allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (63.49 g, 348.5 mmol) in a mixture of DMSO (340 mL) and water (340 mL), was added 3- (dimethoxymethyl)-4,4-dimethoxy-butanenitrile (Scheme 3, below) (85 g, 418.2 mmol), followed by para-toluene Sulfonic acid hydrate (1) (11.27 g, 59.24 mmol). The reaction mixture was heated to 85C and stirred overnight. The reaction mixture was cooled with an ice bath. The mixture was diluted with EtOAc (680 mL) and a saturated aqueous solution of aHC03 (1.36 L). The precipitate was filtered and rinsed with water, then with a mixture of water and EtOAc. The brown solid was dried under vacuum to give allyl 2-amino-6- (cyanomethyl)-pyrazolo[l,5-a]pyrimidine-3-carboxylate 4c as a brown solid (55.94 g, 62% yield).

Statistics shows that Allyl 3,5-diamino-1H-pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 1613191-73-3.