Category: pyrazoles-derivatives

Application of 27258-33-9, 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. 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

To 2-methylpyrazole-3-carbaldehyde (55 mg, 0.50 mmol), benzyl 2-aminoacetate tosylate (186 mg, 0.550 mmol), acetic acid (1 mL), and dichloromethane (1.5 mL) were added, followed by stirring at room temperature. Sodium triacetoxyborohydride (159 mg, 0.750 mmol) was added thereto, followed by stirring at room temperature overnight. The reaction liquid was diluted with dichloromethane, and saturated aqueous sodium hydrogen carbonate was added thereto. After extraction with dichloromethane, the organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazole-5-carbaldehyde. I believe this compound will play a more active role in future production and life.

Electric Literature of 3524-32-1, 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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, This compound has unique chemical properties. The synthetic route is as follows.

Example i.27; Preparation of (2,5-DimethyI-2H-pyrazol-3-yl)-(4′-fluoro-biphenyI-4-yl)-amine (Compound 36).A 20-mL scintillation vial was charged with 4′-bromo-4-fluoro-biphenyl (251.1 mg, 1 mmol), 3-amino-2,5-dimethyl pyrazole (111.1 mg, 1 mmol), sodium tert-butoxide (134.5 mg, 1.4 mmol), tris(dibenzylideneacetone)dipalladium(0) (45.8 mg, 0.05 mmol), BINuAP (62.3 mg, 0.1 mmol) and toluene (2 mL) under nitrogen atmosphere. The reaction mixture was heated at 800C for 48 hours. It was then allowed to cool to room temperature, taken up in ether/ethyl acetate, filtered and concentrated. The crude material was subjected to column chromatography on silica gel (Biotage, eluent hexanes/ethyl acetate 70/30) to afford Compound 36 as a yellow solid. LCMS m/z (%) = 282 (M+H, 100). 5

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

Related Products of 162758-35-2, A common heterocyclic compound, 162758-35-2, name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, molecular formula is C17H11Cl3N2O2, 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.

Example 5 5-(4-Chlorophenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride A solution of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (1.50 g, 3.94 mmol) in dry toluene (80 mL) was treated with thionyl chloride (0.6 mL, 8.22 mmol) under nitrogen, and heated at reflux for 3.5 hours. The solvent was removed under reduced pressure to afford the title compound (1.52 g, 97%).

The synthetic route of 162758-35-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, 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 578008-32-9, Application In Synthesis of tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate

To a 20 mL vial was added tert-butyl (1R,3s,55)-3-((7-chloro-1,6-naphthyridin-5- yl)amino)-8-azabicyclo[3.2.ljoctane-8-carboxylate (474.6 mg, 1.22 mmol), tert-butyl 3-amino-S -methyl- 1H-pyrazole- 1 -carboxylate (289 mg, 1.46 mmol), chloro [2- (dicyclohexylphosphino)-3 ,6-dimethoxy-2?-4?-6?-tri- (58 mg, 0.073 mmol), and cesium carbonate (517 mg, 1.59 mmol). The vial was sealed with a rubber septum and the atmosphere was flushed with nitrogen. Dioxane (6.10 mL) was then added via syringe, and the septum was quickly replaced with a white cap. The reaction mixture was heatedto 110 C and stirred for 26 h and cooled to RT. The suspension was diluted with water and brine and extracted with EtOAc (4 x 20 mL). The combined organic fractions were dried over sodium sulfate, filtered, and concentrated to afford a brown foamy solid which was used directly in the next step. (m/z): [M+Hj calcd for C29H39N704 550.31, found550.8.

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, tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 578008-32-9,Some common heterocyclic compound, 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, molecular formula is C9H15N3O2, 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.

Methyl 3,5-dichloropyrazine-2-carboxylate (2.83 g,13.7 mmol), palladium acetate (302 mg, 1.33 mmol), 4,5-bis(diphenylphosphino)-9,9- dimethylxanthene (1.63 g, 2.82 mmol), potassium carbonate (18.5 g, 135 mmol), and tert- butyl 3-amino-5-methyl-lH-pyrazole-l-carboxylate (2.70 g, 13.7 mmol) were suspended in anhydrous dioxane (95 mL). The resulting mixture was degassed with nitrogen for5 minutes and stirred at 90C for one hour. The reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 200 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (0-60% ethyl acetate in hexanes) to give the title compound as a yellow solid (4.2Og, 11.42 mmol, 84% yield); IH NMR (400 MHz, DMSO-^6) delta ppm 1.55 (s, 9 H), 2.21 (s, 3 H), 3.86 (s, 3 H), 6.66 (s, 1 H), 8.57 (s, 1 H), 10.43 (s, 1 H); MS (ESI) m/z 368.3 [M+l]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate, its application will become more common.

Electric Literature of 151049-87-5, 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 151049-87-5 as follows.

In a 2mL microwave tube, a mixture of 4-(7-morpholinoquinazolin-5- yl)oxycyclohexanamine (27 mg, 0.082 mmol), 3-bromo-1-methyl-pyrazole (9.5 muL, 0.0999 mmol), allyl(chloro)palladium (0.8 mg, 0.004 mmol), di-tert-butyl(2′,4′,6′- triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphane (4 mg, 0.008 mmol), and sodium 2-methylpropan-2-olate (83 muL of 2 M in tetrahydrofuran, 0.166 mmol) in tBuOH (400 muL) was heated to 90C and allowed to stir overnight. The reaction was diluted with DCM and filtered through celite and the filtrate was concentrated under reduced pressure. The residue was chromatographed over 12g silica gel using 0-10% MeOH/DCM as eluent to yield 1-methyl-N-((1s,4s)-4-((7-morpholinoquinazolin-5- yl)oxy)cyclohexyl)-1H-pyrazol-3-amine (12.5 mg, 36%).1H NMR (400 MHz, CDCl3) delta 9.43 (d, J = 1.5 Hz, 1H), 9.09 (d, J = 1.6 Hz, 1H), 7.10 (d, J = 2.2 Hz, 1H), 6.78 (d, J = 2.1 Hz, 1H), 6.57 (d, J = 1.9 Hz, 1H), 5.53 (t, J = 2.0 Hz, 1H), 4.76 – 4.66 (m, 1H), 3.88 (dt, J = 5.0, 3.0 Hz, 4H), 3.72 (d, J = 1.5 Hz, 3H), 3.49 – 3.33 (m, 5H), 2.18 (dd, J = 13.8, 4.1 Hz, 3H), 1.99 (dt, J = 11.7, 3.7 Hz, 2H), 1.89 – 1.63 (m, 4H). ESI-MS m/z = 409.33 (M+1)+.

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H8N2O2

Preparation of (1H-pyrazol-4-yl)-methanol; 4-Ethylpyrazole carboxylate (10 g, 71.40 mmol) is placed in an oven-dried flask under an atmosphere of argon. Dry THF (100 mL) is added followed by the dropwise addition of lithium aluminum hydride (1 M in THF, 100 mL, 100 mmol). Once the addition is complete the reaction mixture is stirred at 50¡ãC. The reaction is shown to be complete by NMR after 4 hours. The reaction mixture is cooled on an ice-bath and the reaction mixture is quenched with water (3.8 mL) then 15percent sodium hydroxide (3.8 mL) and finally water again (11.4 mL). The solvent is removed in vacuo and the solid is placed in a Soxhlet apparatus. THF is refluxed through the system for 24 hours. The solvent is removed in vacuo to give the title compound. 1H NMR (MeOD, 400 MHz); 7.60 (s, 2H), 4.55 (s, 2H).

The synthetic route of 37622-90-5 has been constantly updated, and we look forward to future research findings.

Reference of 51516-70-2,Some common heterocyclic compound, 51516-70-2, name is 5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7FN4, 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 mixture of 5-amino-1-phenyl-1H-pyrazole-4-carbonitriles (7-12)(0.01 mol) and 20 mL of formic acid was stirred and allowed to reflux for 12 h. The reaction mixture was poured into 50 mL of ice-cold water. The precipitate was collected by filtration and washed with water to produce 13-18 in 68-89% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile, its application will become more common.

These common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-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. Computed Properties of C6H9N3O2

1-(4-bromomethylbenzyl)-1H-pyridin-2-one (850 mg, 3.06 mmol) was dissolved in DMF (10 mL). 5-amino-1H-pyrazole-4-carboxylic acid ethyl ester (522 mg, 3.36 mmol) and cesium carbonate (1.99 g,6.11 mmol) were added and the reaction mixture was stirred at 50 ¡ãC for 18 hrs after which time the reaction mixture was diluted with EtOAc (100 mL). This solution was washed with water (30 mL), brine (30 mL), dried (IN^SC ) and evaporated in vacuo. The residue was purified by flash chromatography (silica), eluent gradient from 30percent Pet Ether / 70percent EtOAc to 100percent EtOAc, to afford two regioisomers. The second isomer off the column was collected to afford 3-amino-1-[4-(2-oxo-2H-pyridin-1-ylmethyl)-benzyl]-1H-pyrazole-4-carboxylic acid ethyl ester (480 mg, 1.36mmol, 45percent yield) as a white solid. [MH]+ = 353.1

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

Adding a certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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 5334-40-7, Application In Synthesis of 4-Nitro-1H-pyrazole-3-carboxylic acid

Stpe 1: Into a 250 mL round bottom flask containing a suspension of 4-nitro-lH-pyrazole-3- carboxylic acid (20.0 g, 127 mmol) in methanol (100 mL) was added concentrated sulfuric acid (4 mL) drop wise over 5 min at 0 C and the resulting slurry was refluxed at 80 C for 16 h. The solvent was removed under reduced pressure and the residual mass was dissolved in ethyl acetate (300 mL) and washed with saturated aqueous sodium bicarbonate solution (2 x 100 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. The solution was filtered and concentrated under reduced pressure to give methyl 4-nitro-lH-pyrazole-3 -carboxylate as a solid. The crude product was taken to the next step without further purification. MS calc’d [M- H]+ 170.0, found 170.0.

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