Category: pyrazoles-derivatives

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. 39806-90-1 name is 4-Iodo-1-methyl-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. 39806-90-1

A mixture of 5-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)amino)-1-((2-(trimethylsilyl)- ethoxy)methyl)-1H-1,2,4-triazole-3-thiol (Intermediate B9) (300 mg, 521.57 mumol, 1 eq), 4-iodo-1-methyl-1H-pyrazole (108 mg, 521.57 mumol, 1 eq), CuI (198 mg, 1.04 mmol, 2 eq) and N,N’-dimethylethane-1,2-diamine (919 mg, 10.43 mmol, 20 eq) in dioxane (4 mL) was stirred at 70C under N2 atmosphere for 2 hours. The reaction mixture was poured into water (10 mL) and extracted with ethyl acetate (3 ¡Á 10 mL). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by prep-TLC (SiO2, petroleum ether: ethyl acetate, 1:1) to give the title compound (200 mg, 79.44% yield) as a yellow solid.1H NMR (400 MHz, CDCl3) d 7.62 (s, 1H), 7.58 (s, 1H), 6.95 (s, 1H), 6.18 (s, 1H), 5.28 (s, 2H), 3.90 (s, 3H), 3.59 (t, 2H), 2.88 (t, 4H), 2.67 (t, 4H), 2.06-2.03 (m, 4H), 0.96- 0.92 (t, 2H), 0.02 (s, 9H).LCMS: m/z 483.1 (M+H)+(ES+).

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

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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., 5932-27-4

Description 14; Ethyl 1 -{[4-(5-{3-chloro-4-[(1 -methylethyl)oxy]phenyl}-1 ,2,4-oxadiazol-3- yl)phenyl]methyl}-1H-pyrazole-3-carboxylate (D14); [4-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1 ,2,4-oxadiazol-3-yl)phenyl]methanol (D13) (200 mg) and ethyl 1 H-pyrazole-3-carboxylate (D1 ) (85 mg) were dissolved in toluene (4.6 ml) under an Ar atmosphere and treated with tributylphosphine (152 mul). After stirring for 5 minutes 1 ,1′-azobis(N,N-dimethylformamide) (105 mg) was added and stirring continued overnight. The reaction mixture was then filtered, washing with toluene, and evaporated to dryness. The residue was purified by flash chromatography on silica, eluting with a 0-100 percent EtOAc in pentane to give the undesired isomer (86 mg) and the title compound (108 mg) in poor purity. deltaH (CDCI3, 400MHz): 1.42 (3H, t), 1.45 (6H, d), 4.43 (2H, q), 4.72 (1 H, quintet), 5.48 (2H, s), 6.87 (1 H, d), 7.06 (1 H, d), 7.36 (2H, d), 7.41 (1 H, d), 8.05 (1 H, dd), 8.14 (2H, d), 8.23 (1 H, d). MS (ES): C24H23CIN4O4 requires 466.92; found 467 (M+H).

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.

83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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 2) 4-((6-(l .5-dimethyl-3-oxo-2-phenyl-2.3-dihydro-lH-pyrazole-4-carboxamido) pyridin-3 -yl)oxy)picolinamide [0188] To a suspension of 4-((6-aminopyridin-3-yl)oxy)picolinamide (230 mg, 1 mmol) and l,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (237 mg, 1.02 mmol) in DCM (5 mL) was added EDCI (230 mg, 1.2 mmol) and EtaOmicronAlphaTau (27 mg, 0.2 mmol). The reaction was stirred at 45 C for 28 hours, then cooled to rt and diluted with water (10 mL) and DCM (20 mL). The organic phase was concentrated in vacuo and the residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v) = 40/1) to give the title compound as a light grey solid (111 mg, 25 %). MS (ESI, pos. ion) m/z: 445.1 [M+H]+; NMR (400 MHz, DMSO-i): delta (ppm) 2.72 (s, 3H), 3.33 (s, 3H), 7.20-7.22 (dd, J= 2.64 Hz, 5.64 Hz, 1H), 7.43-7.46 (m, 3H), 7.52-7.54 (m, 1H), 7.58-7.62 (m, 2H), 7.72 (s, 1H), 7.75-7.78 (dd, J= 2.88 Hz, 8.96 Hz, 1H), 8.13 (s, 1H), 8.27-8.28 (d, J= 2.68 Hz, 1H), 8.34-8.36 (d, J= 9.08 Hz, 1H), 8.52-8.54 (d, J= 5.6 Hz, 1H), 11.26 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, its application will become more common.

A common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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. 3469-69-0.

A mixture of 8a-16a (1.0 equiv), CuI (0.1 equiv) and Pd(PPh3)4 (0.05 equiv) in Et3N and DMF was degassed with Ar. Trimethylsilylacetylene (2.0 equiv) was then added and the solution was stirred for 18 h at room temperature under an Ar atmosphere. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was then cooled to room temperature, diluted with Et2O, washed twice with satd aq NH4Cl, dried over Na2SO4, filtered, and concentrated in vacuum. The crude product was purified by silica gel column chromatography to yield pure material.

The synthetic route of 4-Iodopyrazole has been constantly updated, and we look forward to future research findings.

1124-16-9, The chemical industry reduces the impact on the environment during synthesis 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, I believe this compound will play a more active role in future production and life.

Hydrochloric acid in 1,4-dioxane (1.25 mL, 5.00 mmol, 4 mol/L) followed by 1,1′- thiocarbonyldiimidazole (520.1 mg, 2.773 mmol) were added to a stirred solution of l-isopropyl-3- methyl-lH-pyrazol-5-amine [1124-16-9] (368.2 mg, 2.513 mmol) in DCM (7.5 mL) under nitrogen. (2488) The reaction mixture was stirred at rt for 19 h. The reaction mixture was filtered and the white solid was washed with DCM (2 x 15 mL). The filtrate and washings were concentrated in vacuo to give a golden yellow oil which was purified by flash column chromatography on silica (gradient elution with 0% to 50% EtOAc in isohexane) to afford the title compound (167.6 mg, 0.9246 mmol, 37%) as a pale yellow liquid. To confirm the presence of the title compound, a few drops of isobutylamine were added to the LCMS sample of the product before analysis to give the thiourea, LCMS [M+H]+ 255.1, RT 1.256 minutes, purity 99.6% (Method 15).

The chemical industry reduces the impact on the environment during synthesis 1124-16-9. I believe this compound will play a more active role in future production and life.

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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 112758-40-4

To a solution of 3 -methyl- lH-pyrazole-4-carbaldehyde (1 g, 9.08 mmol) in acetonitrile (10 mL) is added potassium carbonate (1.76 g, 12.71 mmol) and 2,3- difluornitrobenzene (1.73 g, 10.90 mmol) and the mixture is stirred at room temperature overnight. Water is added and the organic phase is extracted with ethyl acetate. Organic layer is dried over sodium sulfate and the solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate/hexane (20-80%) to give a 62% yield of a mixture of regioisomers containing the title compound as major product that is used with no further purification. NMR is consistent with desired structure, although mixture of regiosomers is detected: NMR (MeOD): 9.98 (s, 1H), 8.65 (d, 1H, J= 1.6 Hz), 7.99-7.26 (m, 3H), 2.49 (s, 3H).

The synthetic route of 112758-40-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 175137-46-9, name is 5-Cyclopropyl-1H-pyrazol-3-amine, 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 175137-46-9, 175137-46-9

Example 2; N-(3-cyclopropyl-1H-pyrazol-5-yl)-2-{[3-(methyloxy)phenyl]sulfanyl}pyrrolo[2,1-f][1,2,4]triazin-4-amine; 2A. 2-Chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrrolo[1,2-f][1,2,4]triazin-4-amine; A mixture of 1B (977 mg, 5.2 mmol), 5-cyclopropyl-1H-pyrazol-3-amine (640 mg, 1 equiv), and diisopropylethylamine (1.54 mL, 1.7 equiv) in 5 mL IPA was stirred at RT overnight. The precipitate was collected by filtration to give 1.18 g 2A (83% yield). 1H NMR (CDCl3): 0.67 (m, 2H), 0.86 (m, 2H), 1.77 (m, 1H), 6.6 (br. s, 1H), 6.54 (br.s, 1H), 6.79 (br. s, 1H), 7.42 (br.s, 1H); MS: 275 (M+H)+; and RP HPLC ret. t.: 1.56 min (Phenomenex-Luna S10: 3.0¡Á50 mm column, 2 min gradient, 4 mL/min).

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, 5-Cyclopropyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

5334-40-7, These common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-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.

To a 1 L R.B. flask containing 4-nitro-3-pyrazolecarboxylic acid (40 g, 0.255 mol), and t-BuOH (94 g, 122 mL, 1.275 mol, 5 eq.) was added conc. H2SO4 (25 g, 13.5 mL, 0.255 mol); and the reaction mixture was stirred at 100¡ã C. for 2 h. After cooling to rt, the reaction mixture was diluted with EtOAc and water. Then added saturated aq NaHCO3 solution until pH was around 3-4. The aqueous layer was extracted with excess ethyl acetate. The combined ethyl acetate part was dried over any Na2SO4, filtered and distilled off to give 28 g of 1-tert-butyl-4-nitro-1H-pyrazole-3-carboxylic acid as solid.To a vial containing 1-tert-butyl-4-nitro-1H-pyrazole-3-carboxylic acid, (214 mg, 1.0 mmol, 1 eq.) was added PCl5 (240 mg, 1.15 mmol, 1.5 eq.) in chilled toluene (2 mL). The mixture was stirred until all solids dissolved (ca. 5-10 min.). The pre-formed acid chloride solution was then added to 3,3-dimethylpiperazine-2-one (141 mg, 1.10 mmol, 1.1 eq.) and TEA (0.300 mL, 2.15 mmol, 2.15 eq) in DCM (4 mL) and stirred for 45 min. at room temperature. The reaction was quenched with NaHCO3, and the organics extracted with EtOAc, washed with water, and brine. The aqueous portions were back-extracted and the combined organics were dried over MgSO4, filtered and concentrated to an off-white solid, 4-(1-tert-butyl-4-nitro-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one, 310.4 mg.To a rb flask containing 4-(1-tert-butyl-4-nitro-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one (303 mg, 0.937 mmol, 1 eq.) in MeOH (9 mL) was added Pd/C (105 mg, 0.1 eq.). A balloon filled with H2 was attached and the atmosphere of the vessel purged with H2. The contents of the flask were stirred at r.t. overnight. Themixture was filtered through Celite.(R)., eluting with MeOH. The solvent was removed in vacuo to give 4-(4-amino-1-tert-butyl-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one 259.7 mg, as a purple solid.The urea was formed from 4-(4-Amino-1-tert-butyl-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one and 3-(6-isopropylpyridin-3-yl)-4-methylaniline to give 1-(1-tert-butyl-3-(2,2-dimethyl-3-oxopiperazine-1-carbonyl)-1H-pyrazol-4-yl)-3-(3-(6-isopropylpyridin-3-yl)-4-methylphenyl)urea.

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 5334-40-7.

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. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., 330792-70-6

[0565] To a solution of 5-amino-3-(4-phenoxyphenyl)-IH-pyrazole-4-carbonitrile (276 mg, 1.0mmol) in EtOH (10 mL) was added ethyl2-formyl-3-oxopropanoate (144 mg, 1.0 mmol) andHOAc (5 drops). After stirring at RT for 16 hr, the mixture was filtered. The cake was washedwith H20 (10 mL x 2) and dried to afford 250 mg (65percent) of ethyl3-cyano-2-(4-phenoxyphenyl)pyrazolo[l,5-a]pyrimidine-6-carboxylate as a yellow solid. MS (ESI) m/e[M+ It 384.9.

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.

35344-95-7, Adding a certain compound to certain chemical reactions, such as: 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, 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 35344-95-7.

To a stirred solution of 1H-pyrazole-4-carbaldehyde (1.00 g. 10.4 mmoi) and6-bromo-4-rnethyinicotinonitrile (2.05 g, 10.4 mrnol) in dioxane (15 mL) were added K2C03 (4.31 g, 31.2 mrnol) The resulting reaction mixture was degassed with nitrogen for 5 minutes and was added copper(1) iodide (0595 g, 3. 12 mmoi), followed by trans_N,NLdimethylcyciohexanei .2-diamine (2.59 mL, 16.4 mmoi). The resulting reaction mixture was degassed with nitrogen for an additional 5 minutes and heated at110 ¡ãC for 1 h under microwave irradiation. The reaction mixture was cooled to ambient temperature, filtered through celite and the organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep-24 g, 20-40percent EtOAc/ n-hexane) to obtain Intermediate 9 (115 g, 52.1percent) as a pale yellow solid. ?H NMR (300 MHz, DMSO?d6) oe ppm 2.62 (s, 3 H), 8.10 (s, I Fl), 8.38 (s, I H), 8.95 (s, IH), 9.37 (s, I H), 998 (s, I H). LCMS (method-i)), retention time 1.68 mi [M+Hi213.2.

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, 1H-Pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.