Day: March 16, 2021

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Nitro-1H-pyrazole

2-Bromoethanol (1.9 g, 15.57 mmol) and potassium carbonate (2.9 g, 21.12 mmol) were added to a solution of 4-nitropyrazole (1.6 g, 14.16 mmol) in acetonitrile (20 mL) in sequence, the mixture was heated to 60 C. and stirred for 16 hours. After cooled to room temperature, the mixture was filtrated, the filtrate was concentrated under reduced pressure to give compound 51-b (1.1 g, yield: 49.5%), which was used directly for the next step without purification.

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.

Synthetic Route of 36650-74-5,Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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 suspension of Compound SA (100 mg, 0.25 mmol) in THF (25 niL) was added lH-pyrazole- 3-carbonitrile (70 mg, 0.75 mmol) and K2CO3 ( 103 mg, 0.75mmol). The mixture was stirred at 35C for 15h. Then the reaction mixture was extracted 50 mL EtOAc, washed with 100 111L H20 and 100 mL brine and evaporated in vacuo. The resulting residue was purified by reverse- phase prep-HPLC to afford SA-22 as a white solid ( 23 mg, 0.056mnol, 24 % yield). 1H NMR (500 MHz, CDCI3), delta (ppm), 7.48 (d, IH), 6.73 (d, IH), 5.03(1H,AB), 4.93(1H,AB), 2.60 (t,lH), 1.00-2.25 (24H, m), 0.68 (s, 3H). LCMS: Rt = 2.38 mm, MS (ESI) m/z: 410.2 [M+H] +

The synthetic route of 36650-74-5 has been constantly updated, and we look forward to future research findings.

Application of 1192-21-8, The chemical industry reduces the impact on the environment during synthesis 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, I believe this compound will play a more active role in future production and life.

3rd Generation BrettPhos precatalyst (12.42 mg, 0.01 mmol) was added to (5)-2-(2-chloro- 5-methylpyrimidin-4-yl)-6-methyl-7-((6-(trifluoromethyl)pyrimidm dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Intermediate 87; 120 mg, 0.27 mmol), 1-methyl- lH-pyrazol-5-amine (66.5 mg, 0.69 mmol) and CS2CO3 (179 mg, 0.55 mmol) in 1,4- dioxane (4mL) at 25¡ãC under nitrogen. The resulting mixture was stirred at 100 ¡ãC for 8 hours. The solvent was then removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0 to 6percent MeOH in DCM. Pure fractions were evaporated to dryness to afford a yellow residue. This residue was purified further by preparative HPLC (XSelect CSH Prep C18 OBD column, 5mu silica, 19 mm diameter, 150 mm length), using decreasingly polar mixtures of water (containing 0.03percent NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford (5)-6-methyl-2-(5-methyl-2-((l-methyl-lH-pyrazol-5- yl)amino)pyrimidin-4-yl)-7-((6-(trifluoromethyl)pyrimidin-4-yl)methyl)-6,7- dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Example 32; 60 mg, 43.9percent) as a white solid. H NMR (300 MHz, DMSO) delta 1.25 (d, 3H), 3.71 (s, 3H), 4.14 – 4.21 (m, 1H), 4.34 – 4.46 (m, 1H), 4.56 – 4.71 (m, 2H), 5.27 (d, 1H), 6.32 (d, 1H), 7.35 (d, 1H), 7.98 (s, 1H), 8.13 (d, 1H), 8.34 (s, 1H), 9.24 (s, 1H), 9.41 (s, 1H). m/z (ES+), [M+H]+ = 499.

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, 1-Methyl-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference of 138786-86-4, 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. 138786-86-4 name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, 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.

solution of methyl 4-nitro-lH-pyrazole-3-carboxylate (54.Og, 315.6 mmol), phenylboronic acid (77.Og,631.2 mmol), copper(II) acetate (86.0g, 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 (CDCl3) delta8.61 (s, IH), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H).

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

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. 19968-17-3, name is 4-Bromo-3-(trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H2BrF3N2

4-Bromo-1-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-5-(trifluoromethyl)-1H-pyrazole and 4-bromo-1-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-3-(trifluoromethyl)-1H-pyrazole; A mixture of 4-bromo-3-trifluoromethyl-1H-pyrazole (400.0 mg, 1.861 mmol), toluene-4-sulfonic acid (S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (799.2 mg, 2.791 mmol), K2CO3 (400.0 mg, 2.894 mmol) and DMF (6 mL, 80 mmol) was heated to 90 C. for 2 h. The material was extracted with EtOAc, washing with water (3¡Á). The organic layer was dry-loaded onto silica gel, and purified via column chromatography, eluting with 10-30% EtOAc/heptane. The fractions containing each pure product were concentrated in vacuo to afford the title compounds as clear oils. 3-Trifluoromethyl isomer: 1H NMR (400 MHz, CD3OD): delta=1.31 (s, 3H), 1.34 (s, 3H), 3.78 (dd, J=8.6, 5.8 Hz, 1H), 4.10 (dd, J=8.8, 6.6 Hz, 1H), 4.22-4.31 (m, 1H), 4.36 (dd, J=14.1, 4.0 Hz, 1H), 4.41-4.49 (m, 1H), 7.92 (s, 1H). MS (ES+): m/z=329.01/331.01 (100/100) [MH+]. HPLC: tR=1.59 min (polar-3 min, UPLC-ACQUITY). 5-Trifluoromethyl isomer: MS (ES+): m/z=329.01/331.01 (100/100) [MH+]. HPLC: tR=1.62 min (polar-3 min, UPLC-ACQUITY).

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.

Adding a certain compound to certain chemical reactions, such as: 15366-34-4, name is Methyl 1H-pyrazole-3-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 15366-34-4, Recommanded Product: 15366-34-4

Methyl 1H-pyrazole-3-carboxylate (0.500 g, 3.96 mmol) was dissolved in dry MeCN (30 mL), then (bromomethyl)cyclopropane (0.46 1 mL, 4.76 mmol) was added,followed by cesium carbonate (1.94 g, 5.95 mmol). The reaction mixture was stirred at 60C for 2 h. The reaction mixture was cooled to rt and diluted with EtOAc. ThenCELITE was added, and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (solid loading on CELITE, 0-55% EtOAc/Hex) affording two products.Intermediate hA (0.197 g, 28% yield) as a colorless syrup eluted at 20%EtOAc. MS(ESI) m/z: 180.9 (M+H) ?HNMR: (500 MHz, CDC13) oe ppm 7.49 (d, J1.9 Hz, 1H), 6.84 (d, J=1.9 Hz, 1H), 4.44 (d, J=7.2 Hz, 2H), 3.88 (s, 3H), 1.44 – 1.31 (m,1H), 0.57 – 0.48 (m, 2H), 0.45 – 0.37 (m, 2H).Intermediate 12A (0.4 15 g, 58% yield) as a colorless syrup eluted at 42%EtOAc. MS(ESI) m/z: 180.9 (M+H) ?H NMR: (500 MHz, CDC13) oe ppm 7.54 (d, J2.5Hz, 1H), 6.84 (d, J=2.5 Hz, 1H), 4.07 (d, J=7.2 Hz, 2H), 3.93 (s, 3H), 1.32 (quint, J7.6,4.9 Hz, 1H), 0.71 – 0.64 (m, 2H), 0.45 – 0.36 (m, 2H).

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, Methyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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

A solution of the acid 5c (80 mg, 0.21 mmol) and thionyl chloride (0.88 mL, 1.2 mmol) in toluene (5 mL) was reflux for 3 h. Solvent was evaporated under reduced pressure, and gave the crude carboxylic chloride (56 mg, 90%) as a light solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, its application will become more common.

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. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 31230-17-8

A mixture of compound C (1.0 g, 2.94 mmol)and 3-amino-5-methylpyrazole (314 mg, 3.23 mmol) in dimethylforrnamide (6 ml) was treated with diisopropylethylamine (0.614 ml, 3.53 mmol) and sodium iodide (530 mg, 3.53 mmol). The mixture was stirred under nitrogen at 85 ¡ã for 4 hours, cooled to room temperature and diluted with ethyl acetate. The solution was washed with water (x 4), dried over magnesium sulphate and concentrated to 5 ml to afford, upon crystallization and harvesting of colourless crystals, the title compound D (920 mg, 78percent). 1H-NMR DMSO-d6, delta 0.80-0.87 (4H, m), 1.77-1.85 (IH, m), 1.92 (IH, s), 5.24 (IH, br s), 6.47 (IH, br s), 7.55 (2H, d), 7.70-7.80 (2H, m), 10.24 (IH, s), 10.47 (IH, s), 11.92 (IH, s).

The synthetic route of 31230-17-8 has been constantly updated, and we look forward to future research findings.

Reference of 2458-26-6, These common heterocyclic compound, 2458-26-6, name is 3-Phenyl-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.

General procedure: To a 25ml two-necked round-bottom flask was placed a mixture of aryl iodide (1mmol), indole (1.5mmol), CuI (0.1mmol), K2CO3 (2mmol), and DMSO (1mmol) in 2ml glycerol. The reaction mixture was heated in an oil bath at 120C for 24h with continuous stirring. After completion of reaction monitored by TLC, the reaction mixture was cooled to room temperature and was extracted with diethyl ether three times (3¡Á10ml). The combined organic layers were washed with brine solution and dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) to provide the N-aryl indole in 88% yield. The remaining glycerol/copper catalytic mixture was reused for further recycling study by adding fresh DMSO (1mmol) to the catalytic system. All the products are well known in the literature and were confirmed by comparison of their spectroscopic data with literature data.

The synthetic route of 2458-26-6 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. 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., name: 5-(Furan-2-yl)-1H-pyrazol-3-amine

DIPEA (0.13 mL, 0.65 mmol) and 5-(furan-2-yl)-lH-pyrazol-3-amine (87.4 mg, 0.586 mmol) were added to a suspension of compound 4 (0.2g, 0.588 mmol) in THF (12 mL). The mixture was heated at 150 C for 10 minutes using microwave initiator. A solution of N-Methylpiperazine (70.4 mg, 0.703 mmol) and DIPEA ((0.13 mL, 0.65 mmol) in THF (5 mL) was added to the above vial at room temperature. The mixture was heated at 60 0C for 0.2 hours. After cooling to room temperature, saturated NaHCO3 in water was added to the flask and the mixture was extracted with dichloromethane (3 x25 ml) and washed by brine, dried over sodium sulfate and concentrated. The resulting crude product was purified by Teledyne-Isco flash system by using DCM/MeOH, 0 to 15% of Methanol in dichloromethane to provide compound 30 as light yellow solids (155 mg, 32%). 1 H NMR (400 MHz, DMSO- d6) delta 12.66 (bs, I H), 10.37 (s, IH), 9.79 (s, IH), 7.797.06 (m, 7H1), 6.07 (bs, IH), 3.70 (m, 4H), 2.33 (m, 4H), 2.20 (s, 3H), 1.42 (m, I H), 0.85 (m, 4H) ; ESI-MS: calculated for (C25H27N9O2S) 517, found 518 (MH+). HPLC: retention time: 10.92 min. purity: 96%.

According to the analysis of related databases, 96799-02-9, the application of this compound in the production field has become more and more popular.