Day: February 10, 2021

These common heterocyclic compound, 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-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. Recommanded Product: 4-Bromo-1,3,5-trimethyl-1H-pyrazole

EXAMPLE 62: 7-Fluoro-4-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,4-dihydropyrazolo[4,3-b]indole [0444] 7-Fluoro-l-(tetrahydro-2H-pyran-2-yl)-l,4-dihydropyrazolo[4,3-]indole (40 mg, 0.154 mmol), 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol), Cs2C03 (151 mg, 0.463 mmol) and DMF (lmL) were mixed in an 8 mL tube equipped with a magnetic stir bar to give a brown suspension. The solvent was purged with N2 and the tube was sealed and heated in a microwave for 60 minutes at 22C. More 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol) and Cs2C03 (151 mg, 0.463 mmol) were added and the mixture was heated for an additional hour. The reaction mixture was subsequently partitioned between water (25 mL) and EtOAc (50 mL). The layers were separated. The organic layer was washed with brine (20 mL), dried over Na2S04, filtered, and concentrated to yield a brown syrup. The residue was dissolved in MeOH (5 mL) and treated with concentrated HC1 (4 drops). The reaction mixture was stirred overnight and the product was purified by preparative HPLC, eluting with 25-50% ACN in water (containing 0.05% TFA). The pure fractions were lyophilized to give a TFA salt of the title compound as a clear glass (7.8 mg, 13%). 1H NMR (400 MHz, DMSO-de) delta ppm 1.88 (s, 3 H), 2.02 (s, 3 H), 3.76 (s, 4 H), 6.95 – 6.99 (m, 2 H), 7.13 (td, J=9.16, 2.65 Hz, 1 H), 7.52 (s, 1 H), 7.61 (dd, J=8.97, 2.40 Hz, 1 H). MS [M+H]+ calc’d for Ci5Hi4FN5, 284.13; found 284.2.

The synthetic route of 4-Bromo-1,3,5-trimethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-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 2075-46-9, Computed Properties of C3H3N3O2

Bromoethanol (1.9 g, 15.57 mmol) and potassium carbonate (2.9 g, 21.12 mmol) were sequentially added to a solution of 4-nitropyrazole (1.6 g, 14.16 mmol) in acetonitrile (20 mL). The suspension was stirred at 60 C. for 16 hours. After cooling to room temperature, the mixture was filtered and the filter cake was washed with acetonitrile (10 mL). The filtrate was concentrated under reduced pressure to give 20-c as a yellow oil (1.1 g, yield 49.5%), which was directly used for the next step without purification.

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

Synthetic Route of 1280210-79-8, These common heterocyclic compound, 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-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.

under nitrogen protection, Intermediate 2(1000 mg, 4.78mmol) is dissolved in N, N – dimethyl formamide(15ml), lowering the temperature to -15 C, sodium bis(trimethylsilyl)amide (4.78 ml, 2 mol/L, 9.56mmol), was added stirring 30 minutes, will S – tetrahydrofuran -3 – sulfonyl chloride (1.39g, 8.13mmol) is added in the reaction solution, to maintain this temperature reaction is 16 hours. The end of the reaction, raising the temperature to 0 C, adding water to the reaction solution (20 ml) quenching the reaction, ethyl acetate (20mL ¡Á 2) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated, re-dissolved in tetrahydrofuran (20 ml) in, cooling to -10 C to 0 C. Adding 3rd butanol potassium (85 mg, 0.76mmol), this temperature is kept under 24 hours reaction. The end of the reaction, by adding saturated ammonium chloride solution (10 ml), water (10 ml), ethyl acetate (20mL ¡Á 3) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated. Silica gel column chromatography separation and purification of the residue (petroleum ether/ethyl acetate (v/v)=5:1), to obtain white solid5a(810 mg, 62.3% yield).

The synthetic route of 1280210-79-8 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 288-13-1, name is 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 288-13-1, Formula: C3H4N2

To the three-necked flask, CuI (19 mg, 0.1 mmol, 10 mol%), 1,10-phenanthroline N,N’-dioxide (39 mg, 0.2 mmol, 20 mol%), Cs2CO3 (650 mg, 2.0 mmol). The reaction flask was evacuated under argon. To the p-nitroiodobenzene (249 mg, 1.0 mmol) was added pyrazole (102 mg, 1.5 mmol) and DMF (2 ml) under argon atmosphere. Reacted at room temperature for 18 hours until starting material is fully reacted (TLC detection reaction is complete). After completion of the reaction, a brown oil was obtained which was diluted with ethyl acetate. The inorganic salt was removed by filtration and the solvent was removed by rotary evaporation. The residue was eluted with petroleum ether / ethyl acetate Was purified by silica gel column chromatography to give 1-(4-nitrophenyl)pyrazole as a pale yellow oil. The yield was 82%.

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, 1H-Pyrazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 866837-96-9, These common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-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.

General Procedure E15-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid2 g (8.65 mmol) of ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate are dissolved in 20 ml EtOH and 20 ml of 1M NaOH solution are added. The mixture is stirred overnight, the solvent removed in vacuo and the crude product subject to HPLC chromatography: Yield: 65%

The synthetic route of 866837-96-9 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. 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-(Furan-2-yl)-1H-pyrazol-3-amine

To a cold solution of 5-amino-3-(2-furyl)pyrazole (1.00 g g, 6.70 mmol) in THF (20 ml) was added a suspension of sodium hydride (60% in mineral oil, 322 mg, 8.05 mmol) in THF (6 ml) at 0 C. slowly. After stirring at 0 C. for 30 minute, di-tert-butyldicarboxate (1.61 g, 7.38 mmol) was added. The mixture was stirred at 0 C. for 75 minutes. TLC was checked and the starting material was consumed. The reaction mixture was quenched with ice-water, extracted with ethyl acetate/Hexane (90/10, 25 ml x 2). The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was triturated with EtOAc (5 ml)-Hexanes (30 ml). The yellow solids were collected by filtration, washed by hexanes to give compound 7 (1.41 g, 84% yield). 1H NMR (400 MHz, DMSO-d6) delta: 7.69 (m, 1H), 6.77 (m, 1H), 6.53 (m, 1H), 6.40 (br, 2H), 5.56 (s, 1H), 1.55 (s, 9H).

The synthetic route of 96799-02-9 has been constantly updated, and we look forward to future research findings.

Application of 5334-39-4, 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. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred of solution of 3-methyl-4-nitro-lH-pyrazole (0.3 g, 2.4 mmol) in DMF (10 mL) was added potassium carbonate (0.4 g, 2.9 mmol) and 2-iodopropane (0.72 mL, 7.2 mmol). The solution was stirred at room temperature for 3 hours. The reaction mixture was poured into water (50 mL) and extracted into ether (4 x 30 mL). The combined ethereal extracts were dried (MgSO4) and the solvent removed under vacuum to give a pale yellow oil. Several purifications were performed via column chromatography (SiO2; 200 equiv. 100 % DCM) to give 1 -isopropyl-3 -methyl-4-nitropyrazole (11 mg, 93 % isomeric purity). This was combined with another batch (110 mg, purified identically).

The chemical industry reduces the impact on the environment during synthesis 3-Methyl-4-nitro-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference of 288148-34-5, The chemical industry reduces the impact on the environment during synthesis 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, I believe this compound will play a more active role in future production and life.

General procedure: Allylamine (1.05 equiv) and triethylamine (1.1 equiv) were added in CH2Cl2 to a solution of sulfonyl chloride (1 equiv) in CH2Cl2 (2.5mL/mmol). The reaction was stirred at room temperature for 1 h, then washedwith sat. NH4Cl solution and brine. The organic phase was dried over MgSO4, filtered and concentrated to give the following sulfonylchlorides, which were used without further purification.

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-pyrazole-4-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Application of 25016-12-0,Some common heterocyclic compound, 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde, molecular formula is C6H8N2O, 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.

(4) 6.3 g of 1,3-dimethyl-1H-pyrazole-4-carbaldehyde (0.052 mol) and2.9 g of ethyl isocyanate (0.026 mol)Add 30mL of water,And heated to 40 C in the air and stirred for 3 hours;After the reaction, add 50% sodium hydroxide aqueous solution to the reaction mixture and mix well.It was then extracted with dichloromethane to remove impurities;The aqueous phase was adjusted to pH = 2-3, filtered, the filter cake was washed, and the solid was collected.4.9 g of 1,3-dimethyl-1H-pyrazole-4-carboxylic acid was obtained; the purity was 99% and the yield was 79%.

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, 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 75415-03-1, Formula: C8H7N3

CuCl2 ¡¤ 2H2O, 2- (1H-pyrazol-3-yl) pyridine in a molar ratio of 1: 0.5Were added to the reactor liner,And add 17ml of acetone to the reactor tank, sealed,The reaction at a temperature of 160 72h. Naturally cooled to room temperature,Get the chemical formula C16H12N6C14Cu2 crystal, yield:70% (calculated as CuCl2 ¡¤ 2H2O).After the complex is excited by the light of lambdaex = 325nm,A strong characteristic fluorescence appears at lambdaem = 365 nm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1H-Pyrazol-3-yl)pyridine, and friends who are interested can also refer to it.