pyrazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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 139756-02-8, 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).

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, 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

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. 132712-71-1, name is 3-Methyl-1H-pyrazol-5-ol, A new synthetic method of this compound is introduced below., Quality Control of 3-Methyl-1H-pyrazol-5-ol

General procedure: 5-Amino-4-arylazo-3-methyl-1-phenylpyrazoles (0.01 mol) weredissolved in a mixture of glacial acetic acid and concentrated hydrochloricacid (20 ml, ratio 1:1) and the solutionwas then cooled to 0-5 C. Sodiumnitrite (0.69 g, 0.01 mol) in water (10 ml) was then added to this solution dropwise with vigorous stirring, for about 1 h, while cooling at0-5 C. Then the resulting diazonium solution was added in portionsover 30 min to a vigorously stirred solution of 5-hydroxy-3-methyl-1H-pyrazole or 5-hydroxy-3-methyl-1-phenylpyrazole (0.01 mol) in KOH (0.56 g, 0.01mol) andwater (10ml) between 0 and 5 C,maintainingthe pHat 7-8 by simultaneous sodiumacetate solution addition. The mixture was then stirred for 2 h at 0-5 C. The precipitated product separated upon dilution with water (50 ml) was filtered off, washed with water several times, dried and crystallized from DMF-H2O

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 3398-16-1, The chemical industry reduces the impact on the environment during synthesis 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, I believe this compound will play a more active role in future production and life.

A mixture of 5-{3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylpyrazine-2-carboxamide (256 mg, 0.567 mmol, from Example 2, step 2), 4-bromo-3,5-dimethyl-1H-pyrazole (119 mg, 0.681 mmol), dicyclohexyl(2?,4?,6?-triisopropylbiphenyl-2-yl)phosphine-(2?-aminobiphenyl-2-yl)(chloro)palladium (1:1) (67 mg, 0.085 mmol) and cesium carbonate (550 mg, 1.7 mmol) in 1,4-dioxane (2 mL)/ water (1 mL) was purged with nitrogen three times. The reaction was heated to 53¡ã C. for 2 h. The mixture was diluted with EtOAc, washed with brine, concentrated. The resulting reside was purified first on silica gel (eluting with 0-100percent EtOAc/hexanes followed by 10percent methanol/ dichloromethane), and then by prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product (0.1 g, 40percent). 1H NMR (500 MHz, DMSO-d6) delta 8.64 (1H, d, J=1.5 Hz), 8.12 (1H, s), 8.06 (1H, d, J=8.0 Hz), 7.96 (1H, d, J=1.0 Hz), 7.71 (1H, s), 4.72 (2H, d, J=9.5 Hz), 4.49 (1H, d, J=9.5 Hz), 4.08 (1H, m), 3.68 (2H, s), 2.22 (6H, s), 1.16 (6H, d, J=6.5 Hz) ppm. LCMS calculated for C21H26N9O (M+H)+: m/z=420.2. Found: 420.0.

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, 4-Bromo-3,5-dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 1190380-49-4,Some common heterocyclic compound, 1190380-49-4, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, molecular formula is C8H13N3O, 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 microwave tube was added N-(2-bromopyridin-4-yl)-2,6-dichlorobenzamide (0.083 g, 0.24 mmol), 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine (0.048 g, 0.29 mmol), Pd2(dba)3 (0.022 g, 0.024 mmol), XantPhos (0.028 g, 0.048 mmol), Cs2CO3 (0.16 g, 0.48 mmol) and dioxane (2 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140 C. for 3 hours and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was dissolved in DMF and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm¡Á20 mm¡Á2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to give the desired product as a white solid (26 mg, yield: 25%). 1H NMR (500 MHz, d6-DMSO): delta 10.87 (s, 1H), 8.83 (s, 1H), 8.02 (d, J=5.5 Hz, 1H), 7.97 (s, 1H), 7.60 (d, J=3.0 Hz, 2H), 7.53 (t, J=3 Hz, 1H), 7.43 (s, 1H), 7.24 (s, 1H), 6.77 (d, J=5.0 Hz, 1H), 4.34 (m, 1H), 3.98-3.94 (m, 2H), 3.49-3.45 (m, 2H), 1.95-1.91 (m, 4H). LCMS (ESI) m/z: 432.0 [M+H+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, its application will become more common.

Application of 1260243-04-6, 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 1260243-04-6 as follows.

To 5-amino-1H-pyrazole-4-carboxylic acid ethyl ester (250 mg, 1.61 mmol) in DCM (10 mL) was added di-tert-butyl dicarbonate (352 mg, 1.61 mmol) and diisopropylethylamine (702 mu, 521 mg, 4.03 mmol) and the reaction stirred at rt overnight. Reaction mixture was diluted with DCM, water added, separated, washed with brine, dried (MgSC ), filtered and concentrated in vacuo. Flash chromatography afforded 1-tert-butyl 4-ethyl 3-aminopyrazole-1,4-dicarboxylate as a white solid (122 mg, 30% yield). [MH]+ = 256.2

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

Application of 67-51-6, These common heterocyclic compound, 67-51-6, name is 3,5-Dimethyl-1H-pyrazole, 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.

Powdered potassium hydroxide (1.751 g, 31.2 mmol) was added to a solution of 3,5-dimethylpyrazole (2 g, 20.81 mmol) in anhydrous DMSO (10.40 ml) and the resulting heterogeneous solution was stirred for 1.5 hr at 80 C before being cooled to roomtemperature. 2-Chloro benzylchloride (2.64 ml, 20.81 mmol) was then added in 6 M DMSO over 15 min, and the solution was stirred for a further 1.5 hrs. Upon completion as observed by TLC, the reaction was poured over water and the resulting aqueous phase was extracted with two 20 mL portions of CHCI3. The combined organic layers were washed with 100 mL of water, dried with anhydrous MgS04 and concentrated under reduced pressure to yield 4.55 g (99%) of l-(2-chlorobenzyl)-3,5-dimethyl-lH-pyrazole as a clear liquid. 1H NMR (300 MHz, CDCI3) delta 7.41 – 7.31 (m, 1H), 7.24 – 7.09 (m, 2H), 6.59 – 6.50 (m, 1H), 5.90 (s, 1H), 5.31 (s, 2H), 2.26 (s, 3H), 2.15 (s, 3H). 13C NMR (75 MHz, CDCI3) delta 148.32, 139.96, 135.46, 131.96, 129.42, 128.76, 127.72, 127.48, 105.84, 50.12, 13.80, 11.15. HRMS (m z): [MNa]+ calc for C12Hi3ClN2Na+ 243.07; found 243.0651.

Statistics shows that 3,5-Dimethyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 67-51-6.

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 75415-03-1 as follows. Recommanded Product: 2-(1H-Pyrazol-3-yl)pyridine

General procedure: Compound 4a (2 mmol), NaH (2.4 mmol) and indole were dissolved in DMF (10 mL). The reaction mixture was stirred at room temperature for 12h before diluted with water (20 mL) and extracted with ethyl acetate (30 mL ¡Á 3). The organic layer was concentrated in vacuum. Purication by ash column chromatography gave the target product 5h.

According to the analysis of related databases, 75415-03-1, the application of this compound in the production field has become more and more popular.

Application of 2075-45-8, 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. 2075-45-8 name is 4-Bromo-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.

Step 2[00250j To solution of 4-bromo-1H-pyrazole (21.6 g, 147 mmol) in dichloromethane (400 mL) was added a solution of HC1 (4 N in dioxane) (2.204 mL, 8.82 mmol) and ethoxyethene (12.72 g, 176 mmol). After 30 mm, the reaction was quenched with aqueous NaHCO3 (30 mL), stirred at room temperature for lh, and the two layers were separated. The organic layer was washed with water, dried over Na2504, andconcentrated under reduced pressure to dryness to afford the crude product (28g). This material was purified by silica gel chromatography using a solvent gradient of EtOAc in hexanes to afford after concentration 13.2 g (4 1%) of the product as a clear oil. ?H NMR (400MHz, chloroform-d) oe 7.61 (s, 1H), 7.47 (s, 1H), 5.48 (q, J5.9 Hz, 1H), 3.53 – 3.41 (m, 1H),3.35(dq,J=9.5,7.OHz, 1H), 1.68- 1.62(m,3H), 1.21- 1.12(m,3H)

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

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. 89181-79-3, name is 3-Amino-1-methyl-1H-pyrazole-4-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-Amino-1-methyl-1H-pyrazole-4-carboxamide

A solution of 2,2-difluoro-2-(4-fluorophenyl) acetic acid(prepared according to Middleton et al, J. Org. Chem., 1980, 45(14); 2883-2887 by reaction of ethyl 2-(4-fluorophenyl)-2-oxoacetate with (diethylamino)sulfur trifluoride followed by ester saponification) (136 mg, 0.71 mmol) and HATU (380 mg, 0.86 mmol) in THF (1.5 mL) was stirred at rt for 10 min. 3-Amino-l-methyl-lH-pyrazole- 4-carboxamide (100 mg, 0.71 mmol) and TEA (87 mg, 0.86 mmol) were added and the mixture was stirred at rt overnight. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in EtOAc and washed with aq NH4CI and brine. The organic layer was separated and concentrated under reduced pressure to afford 3-(2,2-difluoro-2-(4-fluorophenyl)acetamido)-l-methyl-lH-pyrazole-4- carboxamide (170 mg, 76%) as a yellow solid. H NMR (300 MHz, DMSO-t 6) delta 11.29 (s, 1H), 8.15 (s, 1H), 7.71-7.75 (m, 3H), 7.41 (t, 2H), 7.32 (br s, 1H), 3.81 (s, 3H). LCMS (ESI) m/z 311 (M – H)~.

The synthetic route of 89181-79-3 has been constantly updated, and we look forward to future research findings.

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 4522-35-4 as follows. category: pyrazoles-derivatives

INTERMEDIATE 14 3-(3-Iodo-lH-pyrazol-l-yl)pyridine To a solution of 3-iodopyrazole (1.00 g, 5.16 mmol) in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.247 g, 6.19 mmol), and stirred for 0.5 h before 3- fluoropyridine (0.443 mL, 5.16 mmol) was added. The reaction mixture was stirred at 90 C overnight. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 40 g, 0-50 % EtOAc in hexanes) to give 3-(3- iodo-lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 271.96; found = 271.85 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.93 (d, J= 2.5 Hz, 1 H); 8.57 (dd, J= 4.7, 1.1 Hz, 1 H); 8.04 (d, J= 8.4 Hz, 1 H); 7.79 (d, J= 2.5 Hz, 1 H); 7.41 (dd, J = 8.3, 4.8 Hz, 1 H); 6.68 (d, J= 2.4 Hz, 1 H).

According to the analysis of related databases, 4522-35-4, the application of this compound in the production field has become more and more popular.