Day: November 26, 2020

A common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H6N2O2, 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. 402-61-9.

A solution of Pb(OAc)2¡¤3H2O (0.0379 g, 0.1 mM) in water (3 mL) was added to a solutionof H2MPCA (0.0126 g, 0.1 mM) in 6 mL of a 1 : 1 (v : v) EtOH and water and stirred for 1h. The resulting solution was evaporated at room temperature. Colorless crystals of 1(0.0178 g, 78%) suitable for single-crystal X-ray diffraction analysis were obtained after one day.

The synthetic route of 5-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

82560-12-1, name is 3-Amino-5-tert-butylpyrazole, 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. 82560-12-1

lution of Intermediate 11a (444 mg, 1.9 mmol), 3-tert-butyl- lH- pyrazole-5-amine (312 mg, 2.2 mmol) and trans-N,N’-dimethyl-cyclohexane- diamine (53.0 mg, 0.4 mmol) was formed in toluene (5 mL). Potassium carbonate (543 mg, 3.9 mmol) was added and the mixture degassed by bubbling nitrogen through it. Copper(I) iodide (36.0 mg, 0.2 mmol) was added and the mixture was sealed in a microwave vial and heated under microwave irradiation at 150C for 2 h. The resulting mixture was partitioned between EtOAc/Water and extracted with EtOAc. The combined organics were dried over Na2SO4, filtered and evaporated. Purification by FCC, eluting with a gradient of 25-100% EtOAc in cyclohexane, gave the title compound (200 mg, 43%). LCMS (Method 3): Rt 2.30 min, m/z 250 [MH+].

Statistics shows that 82560-12-1 is playing an increasingly important role. we look forward to future research findings about 3-Amino-5-tert-butylpyrazole.

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. 26621-44-3, name is 3-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., 26621-44-3

To a solution of 3-nitro-1H-pyrazole (25 g, 221.09 mmol, 1 eq) in DMF (300 mL) was added NaH (10.61 g, 265.31 mmol, 60 wt.% in mineral oil, 1.2 eq) at 0 C under N2. The suspension was stirred at 0 C for 0.5 hour, then 2-bromopropane (27.19 g, 221.09 mmol, 1 eq) was added dropwise to the reaction mixture at 0 C. The reaction mixture was stirred at 15 C for 12 hours. The reaction mixture was quenched with saturated aqueous NH4Cl solution (200 mL), diluted with water (500 mL) and extracted with EtOAc (3 ¡Á 500 mL). The organic phases were washed with brine (500 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromotography (SiO2, Petroleum ether: Ethyl acetate, 1:0 to 5 :1) to give the title compound (15 g, 43.73% yield) as a yellow oil.1H NMR (400 MHz, CDCl3): d 7.49 (d, 1 H), 6.89 (d, 1 H), 4.65-4.54 (m, 1 H) and 1.57 (d, 6 H).

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.

3469-69-0, 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. 3469-69-0 name is 4-Iodopyrazole, 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.

4-Iodo-1H-pyrazole (5.0 g, 25.8 mmol) was suspended in toluene (50 mL) and ethoxyethene (3.70 mL, 38.7 mmol) was added. To the suspension was added HC1 [4M in dioxane] (0.161 mL, 0.644 mmol) and the reaction mixture was heated to 35 C for 1 hour. The reaction mixture was quenched with solid NaHCO3 and stirred for 1 hour. The reaction mixture was filtered and concentrated. The residue was purified by Kugelrohr distillation to afford 1-(1-ethoxyethyl)-4-iodo-1H-pyrazole (7.1 g, 26.7 mmol, 104 % yield) as a pale yellow oil.

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

16617-46-2, Adding a certain compound to certain chemical reactions, such as: 16617-46-2, name is 3-Amino-1H-pyrazole-4-carbonitrile, 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 16617-46-2.

A solution of diethyl isopropylmalonate (2.1?mL, 10?mmol), 3-amino-4-pyrazolecarbonitrile (1.1?g, 10?mmol), and NaOEt (20% in EtOH, 10?mL) in EtOH (5?mL) was heated by MW at 160?C for 0.5?h. MeOH was added to the reaction mixture and the reaction mixture was acidified with 4?N HCl in AcOEt to adjust the pH to 1. The precipitate was collected by filtration and washed with Et2O to give 28 (2.18?g, quant.): 1H NMR (DMSO-d6, 300?MHz, delta; ppm), 8.21 (1H, s), 3.21 (1H, m), 1.21 (6H, d, J?=?6.6?Hz).

According to the analysis of related databases, 16617-46-2, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 26621-44-3, name is 3-Nitro-1H-pyrazole, 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 26621-44-3, 26621-44-3

K2003 (48.9 g, 353.8 mmol) is added to a solution of 3-nitro-1H-pyrazole (20.0 g,176.9 mmol) in THF (200 mL) followed by 2-bromo-ethanol (18.8 mL, 265.3 mmol) and the mixture is heated under reflux for 24 h. After cooling, the mixture is partitioned between water (200 mL) and EtOAc (200 mL). The phases are separated and the aqueous phase is extracted with EtOAc (2 x 200 mL). The combined organic phases aredried (MgSO4), filtered and concentrated in vacuo. The crude residue is purified by trituration from Et20, the solid is collected by filtration and washed with Et20, DCM and Et20 again. The filtrate is concentrated in vacuo and is triturated from Et20. The solids are combined to give the title compound (18.1 g, 64 % yield) as an off-white solid.

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, 3-Nitro-1H-pyrazole, 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. 2458-26-6, name is 3-Phenyl-1H-pyrazole, A new synthetic method of this compound is introduced below., 2458-26-6

3-Phenylpyrazole (2.00 g, 13.87 mmol) as a solid was added to a stirred slurry of NaH (0.33 g, 13.87 mmol) in THF (60 mL) at r.t. After 30 min SOCl2 (0.50 mL, 0.83 g, 6.94 mmol) was added in one portion via syringe and the resulting mixture stirred at r.t. for 5 min. After addition of 3,4-dihydroxybenzaldehyde (0.96 g, 6.94 mmol) and pyridine (5.60 mL, 4.78 g, 60.40 mmol), the reaction mixture was kept at reflux temperature for 16 h. H2O (50 mL) was added and the aqueous phase extracted into CH2Cl2 (3 ¡Á 50 mL). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and the filtrate was evaporated to dryness in vacuo. The crude product was purified by column chromatography (silica gel; CHCl3/EtOAc 1:1). All product-containing fractions were concentrated by rotary evaporation at 40 C and upon cooling to r.t. colorless 1(Ph) precipitated, which was isolated by filtration and washed with Et2O. Yield: 1.53 g (54%). Rf = 0.63 (silica gel, CHCl3/EtOAc 1:1). 1H NMR (400.1 MHz, d6-DMSO) delta = 6.48 (dd, 3JHH = 8.3, 4JHH = 2.0, 1 H; HQ-H6), 6.66 (d, 4JHH = 2.0, 1 H; HQ-H2), 6.76 (d, 3JHH = 8.3, 1 H; HQ-H5), 6.84 (d, 3JHH = 2.5, 2 H; pz-H4), 7.31 (m, 2 H; Ph-H4), 7.41 (m, 4 H; Ph-H3), 7.82 (m, 4 H; Ph-H2), 7.91 (s, 1 H; CH), 7.94 (d, 3JHH = 2.5, 2 H; pz-H5), 9.15 (bs, 2 H; OH). 13C NMR (100.6 MHz, d6-DMSO) delta = 76.7 (Cpz2), 103.5 (pz-C4), 114.4 (HQ-C2), 115.5 (HQ-C5), 118.2 (HQ-C6), 125.3 (Ph-C2), 127.2 (HQ-C1), 127.8 (Ph-C4), 128.7 (Ph-C3), 131.9 (pz-C5), 132.8 (Ph-C1), 145.3, 146.1 (HQ-C3,4), 151.0 (pz-C3). ESI-MS: m/z (%) 263 (67) [M – Phpz]-, 408 (100) [M – H]-. Anal. Calcd (%) for C25H20N4O2 (408.45): C 73.51, H 4.94, N 13.72. Found: C 73.22, H 4.86, N 13.67.

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.

139756-02-8, 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. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, A new synthetic method of this compound is introduced below.

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).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 5932-27-4

Ethylpyrazole-3-carboxylate (1.00 g, 7.14 mmol) was dissolved in acetonitrile (28 mL) N-iodosuccinimide (1.77 g, 7.85 mmol) and trifluoroacetic acid (0.16 mL, 2.14 mmol) were successively added thereto, followed by stirring at room temperature for 3 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed with a 5percent aqueous solution of sodium hydrogencarbonate and distilled water. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate: n-hexane = 4: 6) to give the title compound 75-a (1.69 g, 89percent) as a yellow solid .

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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 solution of 3-iodo-1H-pyrazole (10 g, 51.55 mmol, 1 eq) in DMF (100 mL) was added NaHMDS (1 M, 61.86 mL, 1.2 eq) at 0 C. The reaction mixture was stirred at 0 C for 0.5 hours. Then a solution of 2-iodopropane (10.52 g, 61.86 mmol, 1.2 eq) in DMF (20 mL) was added dropwise to the above mixture. The reaction mixture was warmed to 25 C and stirred for 12 hours. The reaction mixture was quenched with water (100 mL) and extracted EtOAc (3 ¡Á 80 mL). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography (SiO2, petroleum ether: ethyl acetate 1:0 to 50:1) to give the title compound (6.9 g, 56% yield) as a yellow oil.1H NMR (400 MHz, CDCl3): d 7.26 (d, 1 H), 6.40 (d, 1 H), 4.56-4.48 (m, 1 H) and 1.50 (d, 6 H).

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