Tag: M.W:100-200

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.

89501-90-6, 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. 89501-90-6 name is 1-Methyl-1H-pyrazole-3-sulfonyl chloride, 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.

2-(3-(5-Amino-6-(azetidin-3-yl)pyrazin-2-yl)-4-methylphenyl)-3,3,3-trifluoropropane-1,2-diol hydrochloride salt (0.010 g, 0.025 mmol) in DCM (0.25 mL) was treated with DIPEA (0.026 mL, 0.15 mmol) and 1-methyl-1H-pyrazole-3-sulfonyl chloride (4.5 mg, 0.025 mmol, Maybridge). After 1 hour, the reaction was quenched by the addition of a small quantity of water and ammonium hydroxide solution. The mixture was concentrated via rotary evaporation to remove DCM and the mixture was diluted with MeOH and purified by preparative HPLC-MS (pH=10) to afford the title compound (enriched in one enantiomer, believed to be (S)-, see stereochemical rationale supra) (5 mg, 40%). LCMS calculated for C21H24F3N6O4S (M+H)+: m/z=513.2, found: 513.1. 1H NMR (400 MHz, MeOD) delta 7.93-7.90 (s, 1H), 7.63-7.59 (d, J=2.0 Hz, 1H), 7.59-7.55 (d, J=8.0 Hz, 1H), 7.40-7.35 (m, 2H), 6.84-6.50 (d, J=2.3 Hz, 1H), 4.28-4.24 (m, 4H), 4.14-4.09 (d, J=11.8 Hz, 1H), 4.09-4.05 (d, J=11.8 Hz, 1H), 4.03-3.94 (p, J=8.1 Hz, 1H), 3.56-3.46 (s, 3H), 2.36-2.14 (s, 3H). 19F NMR (376 MHz, MeOD) delta -78.08–78.59 (s).

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

Adding some certain compound to certain chemical reactions, such as: 5952-92-1, name is 1-Methyl-1H-pyrazole-4-carboxylic 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 5952-92-1. 5952-92-1

A suspension of 1 -methyl- lH-pyrazole-4-carboxy lie acid (0.25 g) in thionyl chloride (4 mL) was stirred at reflux for 30 minutes. The reaction was concentrated, the residue azeotroped with toluene and dissolved in acetonitrile (5 mL). To the cooled (0 ¡ãC) solution, a 2 M solution of (trimethylsilyl)diazomethane in hexanes (1.5 mL) was added and the mixture stirred at 0 ¡ãC for 1 hour. A solution of 33 wt. percent hydrogen bromide in acetic acid (1.0 mL) was added and the mixture stirred at room temperature for a further 80 minutes. To the reaction mixture, tert-butyl methyl ether (20 mL) was added and the resultant precipitate isolated by filtration to give the title product having the following physical properties (0.22 g). LC MS rR 1.23 minutes; MS (ES+) m/z 203 and 205 (M+H) a.

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 1-Methyl-1H-pyrazole-4-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. 4522-35-4, name is 3-Iodo-1H-pyrazole, A new synthetic method of this compound is introduced below., 4522-35-4

Step B: 3-(ter?-Butoxy)-5-(3-iodo-lH-pyrazol-l-yl)pyridazine To a solution of 3-iodopyrazole (0.208 g, 1.072 mmol) in DMF (5.36 mL) was added potassium teri-butoxide (0.132 g, 1.179 mmol) and then stirred at room temperature for 10 min. 3-(t

5932-32-1, A common compound: 5932-32-1, name is 1,4,5,6-Tetrahydrocyclopenta[c]pyrazole-3-carboxylic acid, 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.

To a mixture of 1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxylic acid (A-3) (2.50 g, 16.43 mmol) in DMF (16.43 ml) at ambient temperature were added TEA (2.75 ml, 19.72 mmol), HATU (7.50 g, 19.72 mmol), and (2R,6S)-2,6-dimethylmorpholine (2.84 g, 24.65 mmol). The mixture stirred for 3 h before acidifying with AcOH (5 mL). The mixture was purified directly by column chromatography on C18 column (5-95% ACN/water with 0.05% TFA modifier) to afford the title compound. MS: 250.3 (M+1).

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, 1,4,5,6-Tetrahydrocyclopenta[c]pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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 15366-34-4 as follows. 15366-34-4

A mixture of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1 ,2,4-oxadiazole (5.0 g, 16.3 mmol), methyl 1 H-pyrazole-3-carboxylate (3.08 g, 24.4 mmol) and potassium carbonate (3.29 g, 32.5 mmol) in acetonitrile (81 mL) was heated at 25C for 4 hours. The white suspension was filtered to remove the solids and the filtrate solution was then concentrated under reduced pressure. The resultant crude residue was purified by flash chromatography on silica gel (cyclohexane:ethyl acetate eluent gradient 99:1 to 35:65) to afford 3.90 g of the title compound as a white solid. LC/MS (Method A) retention time = 1.02 minutes, 353 (M+H). (0725) NMR (400 MHz, CDCI3) delta ppm: 8.12 (d, 2H), 7.49 (d, 1 H), 7.39 (d, 2H), 6.89 (s, 1 H), 5.51 (s, 2H), 3.98 (s, 3H). methyl 2-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-3-carboxylate (Compound 5.2 of Table T5) was isolated as a byproduct in form of a white solid (1.53 g). LC/MS (Method A) retention time = 1 .1 1 minutes, 353 (M+H). (0726) NMR (400 MHz, CDCIs) delta ppm: 8.05 (d, 2H), 7.55 (s, 1 H), 7.40 (d, 2H), 6.95 (s, 1 H), 5.35 (s, 2H), 3.85 (s, 3H).

According to the analysis of related databases, 15366-34-4, the application of this compound in the production field has become more and more popular.