Category: pyrazoles-derivatives

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. 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 83-10-3

Step 1) N-(3-chloro-4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide To a suspension of 4-amino-2-chlorophenol (4.0 g, 28.00 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (7.4 g, 30.11 mmol) in DCM (70 mL) were added EDCI (6.65 g, 30.11 mmol) and HOAT (0.76 g, 5.68 mmol). The mixture was stirred at 45 C. for 20 hours, then cooled to rt and filtered. The filter cake was washed with DCM (20 mL*3), and dried at 50 C. in a vacuum oven overnight to give the title product as a gray solid (7.1 g, 72.1%). MS (ESI, pos. ion) m/z: 358.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta (ppm) 10.56 (s, 1H), 9.92 (s, 1H), 7.59 (m, 2H), 7.50 (m, 1H), 7.42 (m, 2H), 7.83 (dd, J=2.6 Hz, 8.7 Hz, 1H), 6.90 (d, J=8.7 Hz, 1H), 6.88 (dd, J=9.6 Hz, 8.8 Hz, 1H), 3.33 (s, 3H), 2.68 (s, 3H).

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.

Application of 478968-48-8, A common heterocyclic compound, 478968-48-8, name is Ethyl 3-methoxy-1H-pyrazole-4-carboxylate, molecular formula is C7H10N2O3, 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.

[0765] A mixture of ethyl 3-methoxy-1H-pyrazole-4-carboxylate (200 mg, 1.18 mmol), CuT (23 mg,0.12 mmol), L-proline (28 mg, 0.24 mmol), 5-bromo-2-(trifluoromethyl)pyrimidine (320 mg, 1.41mmol), and potassium carbonate (407 mg, 2.95 mmol) in N,N-dimethylformamide (6 mL) was stirredovernight at 100C under nitrogen. The solid was filtered out and the liquid was concentrated. Theresidue was purified by a silica gel colunm eluting with dichloromethane to afford the title compound(210 mg, 57%) as a light yellow solid. LCMS [M+H]317; ?H NMR (300 MHz, CDC13) 3 9.21 (s, 2H),8.40 (s, 1H), 4.39-4.32 (m, 2H), 4.12 (s, 3H), 1.38 (t, J= 7.2 Hz, 3H).

The synthetic route of 478968-48-8 has been constantly updated, and we look forward to future research findings.

Reference of 16078-71-0, 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. 16078-71-0, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2 (0.01 mol), and ethyl-5-amino-1-phenyl-1Hpyrazole-4-carboxylate in 1,4-dioxane 10 ml containingthree drops of triethylamine was heated under reflux for 3 h.The reaction mixture was poured into crushed ice water, andacidified with dil. HCl. The solid obtained was recrystallizedfrom dioxane to give 17. White needles; yield 69%;mp. 130-131oC; IR (KBr) numax 3344, 3217 (2NH), 2927(CH-aliph.), 1658 (C=O), 1624 (C=N), 1384, 1157 cm-1(SO2); 1H NMR (DMSO-d6, 300 MHz,): delta = 1.23 (t, 3H,CH3), 4.47 (q, 2H, CH2), 5.67 (s, 2H, pyrazole-H), 6.47 (s,1H, pyrazole-H), 7.4-7.64 (m, 15H, Ar- H+ NH), 10.37,11.71 ppm (2s, 2H, 2NH, exchangeable with D2O); EIMSm/z 558 (M-29 (C2H5)), 73 (100); anal. calcd. ForC28H25N7O4 S2: C, 57.23; H, 4.29; N, 16.68. Found: C,57.40; H, 4.50; N, 16.90.

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, Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 10010-93-2, 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 10010-93-2 as follows.

a) A mixture of potassium carbonate (922 mg, 6.67 mmol), 2-methyl-5-(trifluoromethyl)-1H-pyrazole (500 mg, 3.33 mmol) and ethyl 2-bromopropanoate (0.48 mL, 3.7 mmol) in dimethylformamide:tetrahydrofuran (3 mL:6 mL) was heated at 60 C. for 5 h with stirring. After cooling to room temperature, most of tetrahydrofuran was removed by gently blowing nitrogen over the reaction mixture. Ethyl acetate and water were added and the layers were separated. The aqueous layer was extracted twice more with ethyl acetate. The combined organic layers were dried (Na2SO4), filtered, and concentrated in vacuo. The crude residue was purified by flash chromatography (SiO2, 10-20% ethyl acetate in hexanes) to afford the desired product (735 mg, 2.94 mmol, 88%).

According to the analysis of related databases, 10010-93-2, the application of this compound in the production field has become more and more popular.

Application of 497832-99-2,Some common heterocyclic compound, 497832-99-2, name is 4-Bromo-1-methyl-3-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H4BrF3N2, 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 stuffed mixture of XXXX-1 (400 mg, 2.4 mmol), XXXX-2 (500 mg, 2.18 mmol), and K3P04 (2 M, 1.1 mL, 2.2 mmol) in dioxane (20 mL) was added Pd(dppf)C12 (160 mg, 0.2 18 mmol) under N2 protection. The reaction mixture was degassed with nitrogen again and stirred at 90C overnight. The mixture was concentrated, diluted with H20 (20 mL), extracted with EtOAc (30 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EA=2/ 1) to give XXXX-3 (400 mg, 67% yield).

The synthetic route of 497832-99-2 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. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H14N4O

Preparation of 4-[2-Propoxy Benzamido]-1-Methyl-3-Propyl-5-Carbamoyl Pyrazole To a solution of 25 g of 2-propoxy benzoic acid dissolved in dichloromethane, 66 g of thionyl chloride was added and stirred for 3 hours under reflux. After reaction was completed, the solvent and excessive thionyl chloride were distilled off under reduced pressure. To the residue was added 200 ml of dichloromethane (reaction solution 1). In another container, to 24 g of 1-methyl-3-propyl-4-amino-5-carbamoyl pyrazole in dichloromethane was added 13.4 g of triethylamine and 100 mg of dimethylaminopyridine and then cooled to 0 C., to which said reaction solution 1 was slowly added while maintaining the temperature of the solution at 0 C., and then stirred for 1 hour. The reaction mixture was successively washed with water, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure to obtain a crude product and then triturated with hexane to give 39 g of the title compound. 1H NMR (CDCl3): 0.91(t,3H), 1.05(t,3H), 1.62(m,2H), 1.89(m,2H), 2.52(t,2H), 4.06(s,3H), 4.18(t,2H), 5.57(br s,1H), 7.09(m,2H), 7.52(m,1H), 7.73(br s,1H), 8.26(dd,1H), 9.45(br s,1H)

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 139756-02-8.

Related Products of 112758-40-4,Some common heterocyclic compound, 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 Example 13 (53 mg, 0.17 mmol, 1.0 eq) and 1-methyl-1H-imidazole-2-carbaldehyde (28 mg, 0.25 mmol, 1.5 eq) in THF (2 mL) under a N2 atmosphere was added NaBH(OAc)3 (72 mg, 0.34 mmol, 2.0 eq) and the mixture was stirred at RT overnight. The mixture was purified by C18 reverse phase column (Biotage, 30% to 70% ACN in water, 0.1% TFA) to afford the title compound (22 mg, 34%) as a white solid. LCMS: [M+H]+ 384.2. 1H NMR (400 MHz, CDCl3) delta 8.10 (d, J=8.4 Hz, 1H), 7.65 (d, J=7.2 Hz, 1H), 7.41 (s, 2H), 7.20 (s, 1H), 4.78 (s, 2H), 3.98 (s, 3H), 3.80 (s, 2H), 3.40 (m, 2H), 3.17-3.00 (m, 3H), 2.59 (s, 3H), 2.24 (m, 2H), 1.95 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methyl-1H-pyrazole-4-carbaldehyde, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-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 141573-95-7, HPLC of Formula: C8H10F2N2O2

Example 9 (0339) (0340) At room temperature under a nitrogen atmosphere, 5.91 parts (purity: 95.9%, R isomers/S isomers=95.4/4.6) of (R)-1,1,3-trimethyl-4-aminoindane, 21.5 parts of tetrahydrofuran, and 1.29 parts (purity: 60%) of sodium hydride were mixed. The obtained mixture was heated and refluxed for 1 hour. The reaction liquid was cooled to room temperature. To the obtained solution was added dropwise a solution in which 6.13 parts (purity: 97.8%) of ethyl 1-methyl-3-difluoromethylpyrazole-4-carboxylate had been dissolved in 9.2 parts of tetrahydrofuran. The obtained mixture was heated in an oil bath at 90 C. and stirred for 8 hours while tetrahydrofuran was evaporated. At this time, tetrahydrofuran in the same amount of the evaporated tetrahydrofuran was added thereto freshly at times, such that the concentration of the reaction liquid became constant. The obtained mixture was cooled to room temperature and then 92.0 parts of toluene was added thereto. The obtained mixture was washed sequentially with 5% hydrochloric acid, a saturated sodium bicarbonate solution, and saturated physiological saline. The obtained organic layer was concentrated under reduced pressure to obtain 13.1 parts of (R)-(-)-N-(1,1,3-trimethylindan-4-yl)-1-methyl-3-difluoromethylpyrazole-4-carboxylic acid amide. The content of (R)-(-)-N-(1,1,3-trimethylindan-4-yl)-1-methyl-3-difluoromethylpyrazole-4-carboxylic acid amide was 64.8% (the yield with respect to ethyl 1-methyl-3-difluoromethylpyrazole-4-carboxylate of 86.4%). Further, the ratio of R isomers/S isomers of (R)-(-)-N-(1,1,3-trimethylindan-4-yl)-1-methyl-3-difluoromethylpyrazole-4-carboxylic acid amide was 95.4/4.6.

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, Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

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. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 139756-02-8

General procedure: We intended to synthesize compounds based on 1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one scaffold by using microwave assisted protocol (Scheme 1). In this direction we started the studies for optimization of synthesis of 5-(2-ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one 3a. The optimization studies were initiated by screening of different oxidizing agents as depicted in Table1, see Supplementary data using DMSO:Water in 1:1 proportion to see the conversion in desired product. Amongst all oxidants, the best result was observed with K2S2O8, in equivalence studies for catalyst, 3eq. of catalyst has given maximum yields (Table1, see Supplementary data). Therefore, all reactions were conducted using this condition after optimization of catalyst. However, oxone has also given the product 3a with minor yields. After screening of the catalyst we started study of selectivity for solvent that could affect the formation of 5-(2-ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one 3a. The solvent screening was carried out to find out the best conversion, the mixture of DMSO:H2O in 1:1 proportion has given the best results with excellent yields (Table2, see Supplementary data). The microwave protocols were optimized for this reaction as mentioned in Table 3, see Supplementary data; the reactions carried under different microwave Watt powers have given varied results. Wherein, entry 3(b) (Table3, see Supplementary data) was found to be the best condition for maximum conversion. A series of compounds based on 1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one scaffold was synthesized using these optimized conditions, wherein, all kind of substrates with diversity around aryl ring were chosen for conversion and in all cases products obtained in good to excellent yields (Table1).

According to the analysis of related databases, 139756-02-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 1150271-23-0, These common heterocyclic compound, 1150271-23-0, name is tert-Butyl 4-bromo-1H-pyrazole-1-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.

To a stirred degassed solution of 4-bromo-pyrazole-1 -carboxylic acid tert- butyl ester (300 mg, 1 .21 mmol) in DMF (3 mL) were added phenyl acetylene (0.24 ml_, 2.18 mmol), triethyl amine (0.84 mL, 6.05 mmol), Cul (40.16 mg, 0.24 mmol) followed by Pd(PPh3)4 (279.58 mg, 0.24 mmol). Resulting reaction mixture was heated at 70C for 6 hours. After completion, the reaction mixture was diluted with water and extracted with ethyl acetate. Combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. Crude compound was purified by column chromatography (10-20% ethyl acetate in hexane) to get tert-butyl 4-(2-phenylethynyl)-1 H-pyrazole-1-carboxylate (230 mg, 70%) as brown liquid. MS (ESI): m/z 269.3 [M+1]+.

The synthetic route of 1150271-23-0 has been constantly updated, and we look forward to future research findings.