pyrazoles-derivatives

5334-39-4, 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. 5334-39-4 name is 3-Methyl-4-nitro-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.

5.00 g (39.4 mmol) 3-methyl-4-nitro-1 H-pyrazole was dissolved in 115 mL acetonitrile and 9.26 g (47.2 mmol) 4-(bromomethyl)-benzonitrile and 15.4 g (47.2 mmol) cesium carbonate were added. The suspension was stirred at 60 C for 3 h. Afterwards the reaction mixture was filtered, and the filter cake was washed with ethyl acetate. The filtrate was evaporated to dryness and the residue was purified via a Biotage chromatography system (100g snap KP-Sil column, hexane / 40 – 100% ethyl acetate) to give 7.27 g (76%) of the desired title compounds as a mixture. 1H-NMR (400 MHz, DMSO d6) delta (ppm) = 2.39 / 2.59 (s, 3H), 5.42 / 5.55 (s, 2H), 7.35 / 7.47 (d, 2H), 7.80 – 7.85 (m, 2H), 8.29 / 8.99 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methyl-4-nitro-1H-pyrazole, and friends who are interested can also refer to it.

Adding some certain compound to certain chemical reactions, such as: 3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic acid, 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 3112-31-0. 3112-31-0

A procedure identical with that of 1 was followed for the preparation of 4, except that CuSO4¡¤5H2O was replaced by Cu(NO3)2¡¤3H2O (0.121g, 0.5mmol), purple microcrystals were obtained (yield: 74percent, based on Cu(NO3)2¡¤3H2O). Elem. Anal. Calcd for C15H16CuDy2N6O18: C 18.51, H 1.68, N 8.73. Found: C 18.62, H 1.71, N 8.64. IR (KBr pellet cm?1): 3420(s), 1630(s), 1592(s), 1509(m), 1392(m), 1326(s), 1271(m), 1062(w), 1015(w), 853(w), 782(w).

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 1H-Pyrazole-3,5-dicarboxylic acid.

162758-35-2, name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, 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. 162758-35-2

General procedure: To a mixture of carboxylic acid (1 mmol), EDC¡¤HCl (1.2 mmol) and HOBt (1.2 mmol) in dry dichloromethane (10 mL) was added a mixture of amine (1 mmol) and triethyl amine (1.5 mmol) in dichloromethane (5 mL) at 0 C. The mixture was stirred at room temperature till the completion of reaction (judged by TLC). The reaction mixture was diluted with additional DCM (20 mL). The organic layer was washed with water, brine and dried (Na2SO4). Concentration and purification over silica gel (100-200 mesh) afforded the desired compound.

Statistics shows that 162758-35-2 is playing an increasingly important role. we look forward to future research findings about 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid.

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. 132712-71-1, name is 3-Methyl-1H-pyrazol-5-ol, A new synthetic method of this compound is introduced below., 132712-71-1

General procedure: Dichloromethane (10 mL) was taken in a round-bottomed flask,into which 1.0 equivalent (1 mmol) of triethylamine and pyrazolonewere poured. The mixture was stirred for 2 min without heating. To this mixture, 1.0 equivalent of corresponding presynthesized benzylidene from malononitrile was added. Then the mixture was agitated for 25-30 min. The reaction was observed by TLC. The desired products appeared as precipitates. The precipitates were washed with water to remove the unreacted pyrazolone to obtain pure products. Melting points were recordedfor crystalline substances.

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.

1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, 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. 1260243-04-6

5-Amino-1H-pyrazole-4-carboxylic acidEthyl ester (3.0 g, 19.3 mmol)In acetic acid (40 mL) and ethanol (10 mL)1,1,3,3-Tetramethoxypropane (3.48 g, 21.4 mmol) was added,The resulting reaction was stirred at 90 C overnight,Cool to room temperature,Concentrate under reduced pressure.The resulting residue was diluted with ethyl acetate (100 mL). The resulting solution was washed with saturated aqueous sodium bicarbonate (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (DCM / EA v / v) = 6/1) to give the title compound as a light yellow solid (3.2 g, 85%).

Statistics shows that 1260243-04-6 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-amino-1H-pyrazole-4-carboxylate.

59340-27-1, 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 59340-27-1 as follows.

Example N1 ,3,5-Trimethyl-1 H-pyrazole-4-sulfonic acid [2-(2-phenyl-chroman-6-yloxy)-thiazol-5- ylmethyl]-amide33 mg of 1 ,3,5-trimethyl-1 H-pyrazole-4-sulfonic acid chloride (0.16 mmol, 1 .2 eq) were weighted into a reaction tube and dissolved in dry tetrahydrofuran (1 ml). 44 mg of [2-(2-phenyl-chroman-6-yloxy)-thiazol-5-ylmethyl]amine (0.13 mmol) in dry tetrahydrofuran (3 ml) and 30 mg triethylamine (0.3 mmol, 2.3 eq) were added, the tube was flushed with argon, closed with a screw cap, and shaken over night at 40 C. 0.008 ml of tris-(2-aminoethyl)amine in 0.5 ml tetrahydrofuran were added, the mixture was shaken for 2 h at room temperature and then evaporated. The residue was dissolved in 2 ml of a mixture of dimethylformamide/trifluoroacetic acid (19: 1 ), filtered, and submitted to preparative reversed phase HPLC purification(water/acetonitrile gradient (+ 0.1 % trifluoroacetic acid)). 1 ,3,5-Trimethyl-1 H- pyrazole-4-sulfonic acid [2-(2-phenyl-chroman-6-yloxy)-thiazol-5-ylmethyl]-amide was obtained as a white solid (42 mg, 63%).

According to the analysis of related databases, 1,3,5-Trimethyl-1H-pyrazole-4-sulfonyl chloride, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, 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. 180207-57-2

To a solution of 2-chloro-N-(2,4-dimethoxybenzyl)-5-nitrobenzenesulfonamide (661 mg,1.71 mmol) in acetonitrile (13 mL) were added 2-(1H-pyrazol-4-yl)ethanol (383 mg,3.42 mmol, CAS-RN 180207-57-2) and powdered potassium carbonate (944 mg,6.83 mmol), and the mixture was irradiated for 2h at 140C in the microwave. The reactionmixture was diluted with water and extracted with ethyl acetate. The combined organicphases were washed with brine and dried using a Whatman filter. Concentration underreduced pressure led to the title compound that was purified by flash chromatography (285 mg, 34% yield, 95% purity).LC-MS (Method B): Rt = 1.08 mm; MS (ESIpos): mlz = 463 (M+H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 2.66 (t, 2H), 3.42 (s, 3H), 3.60 (s, 3H), 3.62 (td,2H), 4.17 (d, 2H), 4.75 (t, 1H), 6.11 (d, 1H), 6.26 (dd, 1H), 7.09 (d, 1H), 7.78 (d, 1H), 7.85 (s, 1H), 8.15 (s, 1H), 8.19 (d, 1H), 8.28 (t, 1H), 8.40 (dd, 1H).

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 180207-57-2.

Some common heterocyclic compound, 1190380-49-4, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, molecular formula is C8H13N3O, 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. 1190380-49-4

To a 20 mL vial containing 5-chloro-2-ethyl-N-[trans-4-(morpholin-4-yl)cyclohexyl]-[1,3]thiazolo[5,4-d]pyrimidin-7-amine (600 mg, 1.57 mmol, 1.00 equiv) and 1-(oxan-4-yl)-1H- pyrazol-4-amine (480 mg, 2.87 mmol, 1.83 equiv) in isopropanol (15 mL) was added 0.1 mL of HC1 (4m in dioxane) at room temperature. The final reaction mixture was irradiated in a microwave reactor for 3 h at 140C. After cooling, the solids were collected by filtration purified by flash column chromatography to yield 636.7 mg (79%) of 2-ethyl-5-N-[1-(oxan-4-yl)-1H- pyrazol-4-yl] -7-N-[trans-4-(morpholin-4-yl)cyclohexyl]- [1,3 ]thiazolo [5 ,4-d]pyrimidine-5 ,7-diamine as a light yellow solid. ?H-NMR (300 MHz, DMSO) 5 9.04 (s, 1H), 7.91 (s, 1H), 7.46 (s, 1H), 7.43 (br s, 1H), 4.42-4.25 (m, 1H), 4.12-3.85 (m, 3H), 3.57 (s, 4H), 3.43 (td, 2H), 2.97 (q, 2H), 2.49 (s, 4H), 2.30-2.15 (m, 1H), 2.08-1.82 (m, 8H), 1.58-1.40 (m, 2H), 1.39-1.22 (m, 5H). LCMS (ES, m/z): 513 (M+Hj.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1190380-49-4, its application will become more common.

26033-20-5,Some common heterocyclic compound, 26033-20-5, name is 3-Phenyl-1H-pyrazole-4-carbaldehyde, molecular formula is C10H8N2O, 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 S-phenyl-lH-pyrazole-^carbaldehyde (10.0 g, 58.1 mmol) in acetic acid(100 mL, 58.1 mmol) was added bromine (10 mL, 195 mmol) dropwise at room temperature. The reaction was stirred at room temperature for 2 h. After quenched with aqueous solution of Na2SO3 (10 % wt aq., 10 mL), the reaction was concentrated and extracted with EtOAc, washed with brine, dried over MgSO4, and purified by silica gel column chromatography to give the title compound as yellow oil (10.2 g). LCMS mlz = 223.0 [MH-H]+; 1H NMR (400 MHz, DMSO-J6) delta ppm 7.37-7.53 (m, 3H), 7.76-7.84 (m, 2H), 7.91 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 26033-20-5, its application will become more common.

These common heterocyclic compound, 41680-34-6, name is 3-Amino-1H-pyrazole-4-carboxylic acid, 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. 41680-34-6

A suspension of 5-amino-1H-pyrazole-4-carboxylic acid (271 mg, 2.1 mmol) and 1,1,3,3-tetraethoxy-2-methyl-propane (prepared accordingly to the procedure described in JACS 126(7), 2004, 2194) (0.5 g, 2.1 mmol) in an aqueous solution of hydrochloric acid (6 M, 1.3 mL) was heated at 95 C. in a sealed tube. The solid material completely dissolved when the temperature reached 82 C. and then a solid precipitate crushed out of solution, stirring was continued for 5 minutes. The resulting mixture was cooled to room temperature and the solid was collected by filtration, rinsed with water and dried in vacuum oven to afford 305.1 mg (81% yield) of 6-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid.

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 41680-34-6.