Category: pyrazoles-derivatives

Reference of 141573-95-7, A common heterocyclic compound, 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C8H10F2N2O2, 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.

l,2,3,4-tetrahydro-9-isopropyl-l,4-methanonaphthalen-5-amine320 mg (1 eq. ; 9: 1 syn:anti mixture) in 2 ml THF and 325 mg (1.6 mmol)DFMMP (1) in 2 ml THF were added to a suspension of 268mg (1.5 eq.) KOtBu in 10 ml THF at 0C. After stirring at room temperature over night the reaction mixture was poured out in water and extracted twice with acetic ether. The purified organic extracts were washed with water and a saturated NaCl solution, dried, filtered and concentrated over sodium sulphate. The residue was filtrated through a silicagel column (Si02 ; hexane/acetic ether 1 : 1) and the desired product Isopyrazam was obtained in 77 % yield (440 mg) (purity GC 100 % ; HPLC – 254nm > 99 % as 86.5: 12.7 symanti mixture).

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.

Related Products of 10250-64-3,Some common heterocyclic compound, 10250-64-3, name is 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid, molecular formula is C11H10N2O2, 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.

General procedure: To a solution of 19 (1.2 eq) and HOBt(1.4 eq) in DMF (0.5 M) were added EDCI (1.3 eq) and a solution of 15a-j or 16a-j (1.0 eq) in DMF (0.25 M), Et3N (3.5 eq) at 0 C. The reaction mixture was stirred at room temperature for 24 hours, then diluted in AcOEt. The organic phase was washed with water twice, saturated aqueous NaHCO3 three times, and brine, then dried over Na2SO4,filtered, and concentrated. The residue was purified by flash column chromatography to give intermediates 17a-j and 18a-j.

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

These common heterocyclic compound, 133228-21-4, name is N,N-Dimethyl-1H-pyrazole-1-sulfonamide, 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. SDS of cas: 133228-21-4

17(1) 1-(Dimethylsulfamoyl)-5-(2-chloro-6-methylphenylthio)pyrazole 32.3 ml of a 1.59M solution of butyllithium in hexane were added, at -78 C. and under an atmosphere of nitrogen, to a solution of 8.18 g of 1-(dimethylsulfamoyl)pyrazole [prepared as described in Example 1(1)] in 250 ml of dry tetrahydrofuran, and the resulting mixture was allowed to stand at the same temperature for 40 minutes. At the end of this time, a solution of 14.73 g of 2-chloro-6-methylphenyl disulfide in 100 ml of tetrahydrofuran was added to the mixture, which was then stirred at the same temperature for 1 hour. The reaction mixture was then mixed with an aqueous solution of ammonium chloride and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate, after which it was concentrated by evaporation under reduced pressure. The concentrate was purified by column chromatography through silica gel, eluted with a 10:1 by volume mixture of hexane and ethyl acetate, to give 13.70 g (yield 88%) of the title compound as an oil. Nuclear Magnetic Resonance Spectrum (CDCl3, 200 MHz), delta ppm: 7.48 (1H, doublet, J=1.6 Hz); 7.45-7.27 (3H, multiplet); 5.32 (1H, doublet, J=1.6 Hz); 3.05 (6H, singlet); 2.53 (3H, singlet).

The synthetic route of N,N-Dimethyl-1H-pyrazole-1-sulfonamide has been constantly updated, and we look forward to future research findings.

3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic 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. name: 1H-Pyrazole-3,5-dicarboxylic acid

Example 20: 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrazole-3-carboxylic acid methyl ester(i) 1H-Pyrazole-3,5-dicarboxylic acid dimethyl ester To 12 g of 1H-Pyrazole-3,5-dicarboxylic acid 100 ml HCl in methanol (8M) were added at RT and stirred for 48h. Then the solvents were removed under reduced pressure and the residue codestilled with toluene (2X50 ml). Yield: 14g.

The synthetic route of 3112-31-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 57999-06-1,Some common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, molecular formula is C9H9N3, 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.

General procedure: A suspension of 3(5)-amino-4-(thien-2-yl)pyrazole (1h) or 3(5)-amino-4-phenylpyrazole (1i) 11,13 (10 mmoles) and ethyl 2-(pyrazol-10-yl)-2-formylacetate (A) or ethyl 2-(imidazol-10-yl)-2-formylacetate (B) (10 mmoles) in dyglime (20 mL) was refluxed under magnetic stirring until the starting material disappeared. The precipitate was collected by filtration from the reaction mixture and recrystallized by suitable solvent, obtaining compounds 5a, 5b, 6a and 6b respectively.

The synthetic route of 57999-06-1 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. 34091-51-5, name is 5-Iodo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Product Details of 34091-51-5

Production Example 18 1′-(4-Fluorophenyl)-2-methyl-1’H,2H-3,4′-bipyrazole Under a nitrogen atmosphere, a mixture of 5-iodo-1-methyl-1H-pyrazole (600 mg), [1-(4-fluorophenyl)-1H-pyrazol-4-yl]boronic acid (650 mg), tetrakistriphenylphosphine palladium (166 mg), 2 M sodium carbonate aqueous solution (2.9 mL), ethanol (3.0 mL) and toluene (6.0 mL) was stirred at 100 C. for 4 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was concentrated under a reduced pressure, and the residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (450 mg) in the form of a light yellow solid. 1H NMR (600 MHz, CHLOROFORM-d) delta ppm 3.97 (s, 3H) 6.34 (d, J=1.83 Hz, 1H) 7.14-7.22 (m, 2H) 7.46-7.53 (m, 1H) 7.66-7.72 (m, 2H) 7.83 (s, 1H) 7.98 (s, 1H); MS (ESI pos.) m/z: 243 [M+H]+

The synthetic route of 34091-51-5 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. 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole

To a solution of oxetan-3-ol (0.273 mL, 4.14 mmol) in dry DMF (5 mL) was added sodium hydride (60% in mineral oil, 265.5 mg, 5.53 mmol), and the mixture was stirred at r.t. for about 1 h. 5-(Chloromethyl)-l,3-dimethyl-lH-pyrazole (400 mg, 2.76 mmol) in DMF (5 mL) was added and the reaction mixture was stirred for 16 h at r.t. After removal of DMF under vacuum, the residue was dissolved in DCM (50 mL) and water (20 mL). The aqueous layer was extracted with DCM and the combined organic extracts were washed with brine, then dried over Na2S04 and evaporated to dryness. The crude residue was purified by column chromatography, with a gradient of 25-100%) EtOAc in heptane, to afford the title compound (349 mg, 69%). Method B HPLC-MS: MH+ mlz 183, RT 1.09 minutes (100%)

According to the analysis of related databases, 852227-86-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 33064-36-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 33064-36-7, name is 1H-Pyrazole-3-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A flask was charged with t-butyl lH-pyrazole-3-carboxylate (2.42 g, 14.4 mmol, 1.00 equiv), DCM (20 mL), 4-nitrophenyl chloroformate (2.90 g, 14.4 mmol, 1.00 equiv), and triethylamine (4.36 g, 43. 1 mmol, 3.00 equiv). The resulting solution was stirred for 3 h at room temperature and concentrated under reduced pressure to provide 4.80 g (crude) of 3-(t-butyl) l-(4- nitrophenyl) lH-pyrazole-l,3-dicarboxylate as a yellow oil. LCMS (ESI, m/z): 334 [M+H]+.

The synthetic route of 1H-Pyrazole-3-carboxamide has been constantly updated, and we look forward to future research findings.

Electric Literature of 127107-23-7, 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. 127107-23-7 name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, 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.

A mixture of 2-bromo-N-(l-hydroxy-2-methylpropan-2-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)- 5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (150 mg, 338 muiotaetaomicron), l-methyl-lH-pyrazol-4-amine hydrochloride (67.8 mg, 526 muiotaetaomicron), BINAP (10.5 mg, 16.9 muiotaetaomicron), palladium (II) acetate (19.0 mg, 84.6 muiotaetaomicron) and sodium iert-butoxide (81.3 mg, 846 muiotaetaomicron) in DMF (1 mL) and toluene (500 munu> was heated in a microwave at 140C for 20 min. The reaction mixture was diluted with water then extracted into ethyl acetate (3x). The combined organic extracts were washed with brine then dried over magnesium sulfate. Purification by chromatography (silica, 20-65 % of a 10:89.5:0.5 methanol :dichloromethane: ammonium hydroxide solution in dichloromethane) gave N-(l-hydroxy-2-methylpropan-2-yl)-2-(l -methyl- lH-pyrazol-4-ylamino)-5-((2- (trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (28 mg, 60.9 muiotaetaomicron, 18 %) as a light yellow solid. (EI/CI) m/r. 460.3 [M + H].

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

These common heterocyclic compound, 231285-86-2, name is Ethyl 1-methyl-5-(trifluoromethyl)-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. Formula: C8H9F3N2O2

ethyl 5- (trifluoromethyl) -1-methyl -1H- pyrazole-4- carboxylate and 5.5 mol% and ethyl 3-(trifluoromethyl) -1-methyl -1H- pyrazole-4-carboxylate 94 .5 mol% containing crude crystals 5.08g (0.02mol), water 7.58 g, 25 mass% sodium hydroxide aqueous solution 5.56 g (0.01 mol) were added to the 100ml round-bottomed flask, while stirring it was heated in an oil bath and reacted under reflux for 3 hours. After cooling to room temperature, 15 mass% hydrochloric acid 10.0 g (0.04 mol) was dropped from the dropping funnel and then toluene 50.0g was added. After cooling for 1 hour in an ice-water bath, using a 5C filter paper, suction filtered through a Kiriyama funnel, the filtrate was washed with 2 volumes of cold water. The obtained filtrate was dried under reduced pressure at 80 C. for 4 hours and got 3.94 g of crystals. When 19F-NMR analyzed this crystal, it was 3-(trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid: 99.9 mol%, 5-(trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid: 0.1 mol%. The toluene layer obtained by separating the filtrate into two layers, after concentrated in an evaporator, dried under reduced pressure at 80 C for 4 hours, got 0.28 g of crystals. When this crystal analyzed by NMR equally, it was 3-(trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid: 18.8 mole %, 5-(trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid 81.2 mol%.

The synthetic route of Ethyl 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.