Category: pyrazoles-derivatives

The chemical industry reduces the impact on the environment during synthesis 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, I believe this compound will play a more active role in future production and life. 288148-34-5

General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.18 1-Methyl-N-{1-[2-(biphenyl-2-yloxy)ethyl]piperidin-4-yl}-N-cyclopropylmethyl-1H-pyrazole-4-sulfonamide (33) Yellow oil, 70 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 100%, tR = 5.37, C27H34N4O3S, MW 494.65, Monoisotopic Mass 494.24, [M+H]+ 495.4 1H NMR (300 MHz, CDCl3) delta 0.25-0.31 (m, 2H), 0.47-0.55 (m, 2H), 1.52-1.58 (m, 2H), 2.32-2.59 (m, 4H), 3.00 (d, J = 6.73 Hz, 2H), 3.22-3.37 (m, 4H), 3.66-3.76 (m, 2H), 3.92 (s, 3H), 4.37-4.41 (m, 2H), 6.93 (d, J = 8.17 Hz, 1H), 7.02 -7.09 (m, 1H), 7.22-7.38 (m, 7H), 7.65 (s, 1H), 7.78 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 5.16, 12.14, 27.56, 39.52, 48.23, 52.22, 52.73, 52.76, 52.79, 55.72, 63.25, 112.65, 122.28, 123.23, 127.20, 128.00, 128.99, 129.55, 130.81, 131.41, 131.59, 137.84, 138.35, 154.12. Anal. calcd for C27H34N4O3S¡¤2HCl: C, 57.14; H, 6.39; N, 9.87; S, 5.65; Found: C, 56.94; H, 6.69′ N, 10.12; S, 5.36. Mp for C27H34N4O3S¡¤2HCl: 198.3-198.8 C.

The chemical industry reduces the impact on the environment during synthesis 288148-34-5. I believe this compound will play a more active role in future production and life.

75415-03-1, A common compound: 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: Compound 4a (2 mmol), NaH (2.4 mmol) and indole were dissolved in DMF (10 mL). The reaction mixture was stirred at room temperature for 12h before diluted with water (20 mL) and extracted with ethyl acetate (30 mL ¡Á 3). The organic layer was concentrated in vacuum. Purication by ash column chromatography gave the target product 5h.

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, 2-(1H-Pyrazol-3-yl)pyridine, other downstream synthetic routes, hurry up and to see.

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

Method 9; 2, 5 -Dichloro-N-(5 -methyl- lH-pyrazol-3 -yl)pyrimidin-4-amine; To a solution of 5-methyl-lH-pyrazol-3-amine (2.78 g, 27.3 mmol) in absolute EtOH(30 ml) was added triethylamine (5 ml) and 2,4,5-trichloropyrimidine (5.0 g, 27.3 mmol) and the resulting solution was aged at room temperature for 12 hours. The mixture was partitioned between EtOAc and H2O, the organic layer was washed with brine and dried. The solvents were removed under reduced pressure to give the title compound (4.1 g). m/z: 245.

The synthetic route of 5-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

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.

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.

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.

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.

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.

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.

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.