pyrazoles-derivatives

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. 27006-76-4, name is 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H7ClN2O

General procedure: Toa stirred solution of substituted phenol (75 mmol) in DMF or DMSO (25mL), wasadded solid potassium hydroxide (90 mmol) at room temperature. The resultingmixture was stirred at 45 Cfor 2 h and then 5-chloropyrazole-4-carbaldehyde (5) (50 mmol) was added in portions. The reaction mixture was heatedto 110C. After6-22 h, the mixture was poured into water and extracted with ethyl acetate. Thecombined extracts were dried over anhydrous magnesium sulfate, filtered, andconcentrated to obtain compounds 6a-6z. Then the product 6 (10mmol) was added into a stirred mixture of hydroxylamine hydrochloride(15 mmol) and potassium hydroxide (20 mmol) in methanol or ethanol (30 mL) atthe room temperature. The reaction mixture was refluxed for 5-20 h. Oncompletion, the mixture was poured into water (80 mL), and the solidprecipitate was filtered, washed with water, and dried to afford thecorresponding pyrazole oximes 7a-7z, which were used for the following transformations withoutfurther purification.

According to the analysis of related databases, 27006-76-4, the application of this compound in the production field has become more and more popular.

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. 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H6N2O2

A mixture of 5-methyl-1H-pyrazole-3-carboxylic acid (27) (150 mg, 1.19 mmol), EDCI¡¤HCl (228 mg, 1.19 mmol), HOBt¡¤H2O (182 mg, 1.19 mmol) and DIPEA (0.20 mL, 1.19 mmol) in DMF was cooled to 0 C and 3,3′,5,5′-tetrakis(aminomethyl)-2,2′,4,4′,6,6′-hexamethyldiphenylmethane (22) (100 mg, 0.27 mmol), dissolved in DMF (3 mL), was added dropwise. The reaction mixture was stirred for 5 days at room temperature and afterwards poured into ice water (80 mL), the formed precipitate filtered off, washed thoroughly with distilled water and dried in the desiccator to constant mass. The desired compound was obtained as a white solid (180 mg, 83%), mp 216 C. 1H NMR (400 MHz, CD3OD): delta 6.46 (s, 4H), 4.57 (s, 8H), 4.23 (s, 2H), 2.39 (s, 6H), 2.28 (s, 12H), 2.10 (s, 12H) ppm. 13C NMR (100 MHz, CD3OD): delta 164.60, 147.86, 141.94, 139.39, 137.51, 135.77, 133.58, 105.48, 39.79, 34.29, 17.38, 16.22, 10.46 ppm. HRMS (ESI) calcd for C43H52N12O4Na [M+Na]+ 823.41267, found 823.41306.

According to the analysis of related databases, 402-61-9, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 876343-24-7, name is 1-Ethyl-1H-pyrazol-4-amine, molecular formula is C5H9N3, 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: C5H9N3

Example 7lambdar-(l-ethyl-lH-pyrazol-4-yl)-2-[5-(6,7-dimethoxyquinazolin-4-yloxy)-3-methoxypyridin-2- yl]acetamideDiisopropylethylamine (0.263 ml) and 2-(7-azabenzotriazol-l-yl)- 1,1,3,3-tetramethyluronium hexafluorophosphate(V) (0.186 g) were added in turn to a stirred mixture of 2-[5-(6,7-dimethoxyquinazolin-4-yloxy)-3-methoxypyridin-2-yl]acetic acid(0.14 g), 4-amino-lH-l-ethylpyrazole (0.072 g) and DMF (1.5 ml) and the resultant mixture was stirred at ambient temperature for 18 hours. The resultant mixture was concentrated by evaporation and the residue was purified by preparative etaPLC using a Waters ‘Xterra’ reversed-phase column (5 microns silica, 19 mm diameter, 10 mm length) using decreasingly polar mixtures of water (containing 0.2percent ammonium carbonate) and acetonitrile as eluent. There was thus obtained the title compound (0.085 g); 1H NMR: (DMSOd6) 1.33 (t, 3H), 3.78 (s, 2H), 3.8 (s, 3H), 3.99 (s, 3H), 4.0 (s, 3H), 4.06 (q, 2H), 7.41 (d, IH), 7.54 (d, IH), 7.58 (s, IH), 7.86 (s, IH), 8.11 (d, IH), 8.59 (s, IH), 10.13 (br s, IH); Mass Spectrum: M+H+ 465.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 876343-24-7, its application will become more common.

Synthetic Route of 4149-06-8, 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. 4149-06-8 name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, 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.

General procedure: The mixture of alpha,beta-unsaturated ketone 1, or 4 (1.0 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one 2 (1.0 mmol), p-TSAxH2O (0.3mmol), MeCN (4mL), H2O (4mL) was put in a reaction flask under 80 C about 1-3 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be precipitated out at same time. Then, it was filtered, washed thoroughly with MeCN. The products were recrystallized from DMF.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, and friends who are interested can also refer to it.

13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-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. COA of Formula: C12H12N2O2

General procedure: Pyrazole 1a-c (0.012 mol), the corresponding o-chloronitrobenzene 2a-c (0.012 mol) and powdered K2CO3 (0.50 mg, 0.036 mol) were successively mixed in DMF (3 ml). The reaction mixture was stirred at 50-80C for 3-6 h (TLC monitoring).The mixture was cooled, and water (5 ml) was added with stirring. The precipitate that formed was filtered off and recrystallized from ethanol.

The synthetic route of 13599-12-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1128-54-7, 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 1128-54-7 as follows.

General procedure: A solution of equimolar amounts of 1b [1], 1c [16],d [17],e,f[17],g and 2,5-hexanedione 2 and p-toluenesulfonic acid monohydrate(20% mol/mol than the appropriate amine) in anhydrous dioxane was refluxed for different hours (see below). At set intervals of reflux (see below), 50% of stoichiometric amounts of 2,5-hexanedione was added. Then, the solvent was removed under reduced pressure and the oily residue was purified by flash chromatography and/or crystallization as described below.

According to the analysis of related databases, 1128-54-7, the application of this compound in the production field has become more and more popular.

Electric Literature of 75415-03-1,Some common heterocyclic compound, 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, molecular formula is C8H7N3, 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 2,3′,5,5′-biphenyl tetracarboxylic acid (33.0 mg,0.1 mmol), 2,2′-bipy (17.6 mg, 0.1 mmol), Cd(OAc)2*2H2O(26.6 mg, 0.1 mmol), and KOH (5.6 mg, 0.1 mmol) were added to water (12 mL) in a 25 mL Teflon-lined stainless steel vessel. Themixture was heated at 413 K for 3 days, and then slowly cooled down to room temperature. Colorless block crystals of 2 were obtained (yield: 47% based on cadmium). Anal. Calc. for C36H26Cd2-N4O10: C, 48.07; H, 2.91; N, 6.23. Found: C, 48.16; H, 2.87; N, 6.29%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1H-Pyrazol-3-yl)pyridine, its application will become more common.

Synthetic Route of 72760-85-1, These common heterocyclic compound, 72760-85-1, name is 3-Amino-5-(methylthio)-1H-pyrazole-4-carbonitrile, 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.

General procedure: A mixture of amino-1H-pyrazole (1 mmol), aldehyde (2 mmol), TMSCN (1.2 mmol) in [Bmim]BF4 (0.5 g) was heated at 120 C for 24 h. After cooling, the reaction mixture was washed with water (5 mL) and the residue washed with MeOH to afford pure product.

The synthetic route of 72760-85-1 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-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. COA of Formula: C5H5N3O4

A solution of methyl 4-nitro-lH-pyrazole-3-carboxylate (54.Og, 315.6 mmol), phenylboronic acid (77.Og, 631.2 mmol), copper(II) acetate (86.Og, 473.4 mmol) and pyridine (49.9g, 631.2 mmol) in methylene chloride (600 mL) was stirred at ambient temperature open to air for 48 hours. The reaction was evaporated in vacuo, diluted with 100OmL methylene chloride and filtered through a large plug of silica (washing with 2 liters methylene chloride). The solvent was evaporated in vacuo. 1H NMR (CDCIa) S8.61 (s, IH), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H)

The synthetic route of Methyl 4-nitro-1H-pyrazole-3-carboxylate 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. 706819-66-1, name is 2-Bromo-1-(1-methyl-1H-pyrazol-4-yl)ethanone, A new synthetic method of this compound is introduced below., Formula: C6H7BrN2O

General procedure: A 40 mL vial was charged with 5e (640 mg, 1.61 mmol), 12 (546 mg, 1.77 mmol), anhydrous MeCN (15mL) and -325 mesh K2CO3 powder (266 mg, 1.93 mmol). The mixture was stirred at 20 C for 18 h, before being diluted with EtOAc (15 mL) and H2O (15 mL). The phases were separated and the aqueous phase was extracted with additional EtOAc (2 x 10mL). The combined extracts were dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica (heptane – EtOAc) to afford 520 mg (52%) of 15d and 410 mg (41%) of 16d.

The synthetic route of 706819-66-1 has been constantly updated, and we look forward to future research findings.