Tag: M.W:200-300

Synthetic Route of 155377-19-8, These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-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.

According to the procedure of Buchwald et al. [J. Org. Chem. 2004, 6″S, 5578), to a 350 mL sealed tube flushed vigorously with nitrogen were added ethyl 3- (trifluoromethyl) – lH-pyrazole-4-carboxylate (20.0 g, 96.1 ramol) , 1-iodobenzene s (12.9 ml, 115 mmol) , potassium carbonate (27.9 g, 202 mmol), copper (I) iodide (0.915 g, 4.80 mmol), and (IS, 2S) -N1,N2- dimethylcyclohexane-l,2-diamine (1.37 g, 9.61 mmol), followed by degassed toluene (100 ml) . The mixture was stirred for 24 hours a.t 1100C7 cooled to room temperature, and filtered through o a short silica pad which was rinsed with toluene and EtOAc thoroughly. The filtrate was concentrated in vacuo to give ethyl l-phenyl-3- (trifluoromethyl) -lH-pyrazole-4-carboxylate(21 g, 77%) as a solid: 1H NMR (400 MHz, CDCl3) delta 1.39 (t, 3H, J = 7.0 Hz), 4.37 (q, 2H, J = 7.0 Hz), 7.42 (m, IH), 7.52 (m, 2H), 5 7.72 (m, 2H), 8.48 (m, IH).

The synthetic route of 155377-19-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 330792-70-6, 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. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 5-amino-3-(4-phenoxyphenyl)- 1H-pyrazole- 4-carbonitrile (20 g, 1.0 eq) and Cs2CO3 (70.7 g, 3.0 eq) in 300 mL dry DMF at 60°C was added (S)-tert-butyl 3-(tosyloxy)piperidine-1-carboxylate (31 g, 1.2 eq) slowly. After addition was completed, the reaction mixture was stirred at 60 °C for 40 hours. Water was added and the mixture was extracted with EtOAc. The organic extract was washed with water and brine, dried with anhydrous Na2SO4, and purified by flash chromatography to give compound 7 as a white solid (8.8 g, 27percent). ?H NMR (400 MHz, CDC13) oe 7.85-7.88 (m, 2H), 7.33-7.37 (m, 2H), 7.09-7.14 (m, 1H), 7.03-7.06 (m, 4H), 4.52 (brs, 2H), 4.19-4.29 (m, 1H), 4.01-4.18 (m, 1H), 3.80-3.89 (m, 1H), 3.02-3.19 (m, 1H), 2.81 (t, J = 12.8 Hz, 1H), 2.20-2.31 (m, 1H), 2.07-2.18 (m, 1H),1.83-1.92 (m, 1H), 1.76-1.81 (m, 1H), 1.44 (s, 9H).

The synthetic route of 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile has been constantly updated, and we look forward to future research findings.

Related Products of 345637-71-0, 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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid (53 mg,0.25 mmol) in 3 ml of acetonitrile was added diisopropylethylamine (0.13 g, 1.0mmol), followed by 2-(1H-7-azabenzotriazol-1-yl)–1,1,3,3-tetramethyl uroniumhexafluorophosphate methanaminium (HATU, 0.11 g, 0.3 mmol). After stirring15 min at room temperature, N-methyl-2-[3-(methylamino)propyl]-N-[(1R)-tetralin-1-yl]thiazole-4-carboxamide (9, 96 mg, 0.25 mmol) was added to thereaction mixture. After stirring 16 h at room temperature, the solvent wasevaporated and the resulting yellow oil was dissolved in ethyl acetate (20 mL),washed with 1 N HCl solution, saturated aqueous sodium bicarbonate solution,and brine. The organic layer was dried over sodium sulfate, filtered, andevaporated under reduced pressure. The crude mixture was purified by columnchromatography on silica gel, using ethyl acetate / cyclohexane 7 : 3 as eluent togive N-methyl-2-[3-[methyl-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]amino]propyl]-N-[(1R)-tetralin-1-yl]thiazole-4-carboxamide (3, 83mg, 0.2 mmol, 78%).

The chemical industry reduces the impact on the environment during synthesis 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid. I believe this compound will play a more active role in future production and life.

Reference of 37687-24-4, 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. 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-bromo-1-(3,4-dihydro-1H-isochromen-/-yl)ethanone (Intermediate 63A, 2.30 g, 8.1 mmol, 90% purity) in acetone (35 ml) were added diethyl 1H-pyrazole-3,5-dicarboxylate (1.56 g, 7.4 mmol) and potassium carbonate (2.75 g, 19.9 mmol). After stirring overnight at room temperature, the solids were filtered off, and the filtrate was concentrated under reduced pressure. The res-idue was purified by flash-chromatography on silica gel (eluent: petroleum ether/ethyl acetate 4:1)to give 2.40 g (83% of theory) of the title compound. LC/MS [Method 23]: Ri = 0.91 min; MS (ESlpos): m/z = 387 [M+H]?.1H-NMR (400 MHz, DMSO-d): 5 [ppm] = 7.84-7.86 (m, 1H), 7.76 (s, 1H), 7.35-7.38 (m, 2H), 6.20 (s, 2H), 4.77 (s, 2H), 4.31 (gq, 2H), 4.20 (q, 2H), 3.92 (t, 2H), 2.89 (t, 2H), 1.31 (t, 3H), 1.17 (t, 3H).

The chemical industry reduces the impact on the environment during synthesis Diethyl 3,5-pyrazoledicarboxylate. I believe this compound will play a more active role in future production and life.

Adding a certain compound to certain chemical reactions, such as: 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, 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 37687-24-4, Recommanded Product: Diethyl 3,5-pyrazoledicarboxylate

To a solution of diethyl 1H-pyrazole-3,5-dicarboxylate (10.0 g, 47 mmol) and chloroacetone (3.76 mL, 47 mmol) in acetone (200 mL) was added potassium carbonate (7.2 g, 52 mmol). After heating at 30 C. for 6 h, the mixture was concentrated to remove the volatiles. The residue was taken into EtOAc and washed with water. The organics were dried over MgSO4 and concentrated to give diethyl 1-(2-oxopropyl)-1H-pyrazole-3,5-dicarboxylate as a light brown solid, which was used directly in the next step, MS m/z 269.1 [M+H]+.

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, Diethyl 3,5-pyrazoledicarboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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 4-iodo-1-methyl-1H-pyrazole (83.8 mg, 0.403 mmol) in THF (0.8 mL) was added dropwise under argon to a -72 C. solution of n-BuLi (0.156 mL, 0.403 mmol, 2.6 M in hexane) in THF (0.5 mL). The resulting mixture was stirred at -72 C. for 25 minutes, and was then treated dropwise with a solution of an inseparable mixture of (3-benzyl-2,4-dichloroquinolin-6-yl)(4-chlorophenyl)methanone (79 mg, 0.185 mmol, Intermediate 33: step d) and ethyl 3-benzyl-2,4-dichloroquinoline-6-carboxylate (66 mg, 0.183 mmol, Intermediate 33: step c) in THF (0.8 mL) and stirred at -72 C. for 30 minutes. The yellow reaction was then allowed to warm to 0 C. over 15 minutes and stirred for an additional 15 minutes at 0 C. The clear amber reaction was then quenched with 5 M aqueous NH4Cl (3 mL). The aqueous layer was extracted with 4:1 ether/DCM (2*3 mL), and the combined organic layers were dried (Na2SO4), filtered, and concentrated. The residue was flash chromatographed with a heptane to 20% EtOAc/heptane gradient and further purified with C18 HPLC (20% to 100% CH3CN, with 0.1% TFA throughout) to provide, after lyophilization, the title compound as a yellow powder. 1H NMR (400 MHz, CDCl3) delta ppm 8.33 (d, J=1.96 Hz, 1H), 7.99 (d, J=8.80 Hz, 1H), 7.69 (dd, J=1.96, 8.80 Hz, 1H), 7.48 (s, 1H), 7.31-7.38 (m, 4H), 7.16-7.31 (m, 6H), 4.53 (s, 2H), 3.96 (s, 3H); MS m/e 507.7 [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 4-Iodo-1-methyl-1H-pyrazole, 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. 37687-26-6, name is Diethyl 1H-pyrazole-3,4-dicarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 37687-26-6

To a stirred solution of 104B (19 g, 90 mmol) in DMF (50 mL) was added NIS (30.2 g, 134 mmol) and the reaction mixture was stirred for 16 h at 115 C. LCMS indicated the completion of the reaction. DMF was evaporated, the crude was dissolved in EtOAc, washed with water, sodium thiosulfate solution, dried, filtered and evaporated under vacuum to furnish crude product, which was purified by ISCO using EtOAc and hexane system. Fractions collected at 18-20% EtOAc in hexane were evaporated to get 104C (12.5 g, 37.0 mmol, 41.3% yield). MS(ES): m/z=338 [M+H]+; 1H NMR (400 MHz, DMSO-d6) delta ppm 14.25 (bs, 1H), 4.27 (m, 4H), 1.26 (m, 6H).

The synthetic route of 37687-26-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 39806-90-1, 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 39806-90-1 as follows.

1-Methyl-4-((trimethylsilyl)ethynyl)-1H-pyrazole (19) 1-Methyl-4-iodo-pyrazole (18) (5.0 g 24.04 mmole) was dissolved in DMF (32 mL) and ethynyltrimethylsilane (4.76 mL, 3.31 g, 33.7 mmole) was added followed by diisopropylamine (4.46 mL, 3.21 g 31.78 mmole), copper(I) iodide (304 mg 1.59 mmole) and triphenylphosphine (1.26 g 4.81 mmole). The reaction was flushed with argon. Palladium acetate (351 mg 1.56 mmole) was added and the reaction was again flushed with argon. It was heated at 60 C. for 60 mins. The reaction was cooled, added to water (350 ml) and extracted with ether (3*100 mL). The organic solution was filtered from a brown solid which was washed with a little more ether. The organic solution was washed with water (3*80 mL), brine, dried and evaporated. The crude product was flash chromatographed (silica) using 1:4 ethyl acetate:cyclohexane and then 1:3 ethyl acetate:cyclohexane to give the title compound as a solid (2.85 g 67%). 1H-NMR (CDCl3, 500 MHz): delta 0.24 (s, 9H), 3.87 (s, 3H), 7.50 (s, 1H), 7.58 (s, 1H).

According to the analysis of related databases, 39806-90-1, the application of this compound in the production field has become more and more popular.

Electric Literature of 139308-52-4,Some common heterocyclic compound, 139308-52-4, name is Ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H9BrN2O2, 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.

The reaction mixture of ethyl 3-bromo-1-methyl-pyrazole-4-carboxylate (200 mg, 0.86 mmol), 4-methoxypiperidine (197.67 mg, 1.72 mmol), Cs2CO3 (838.79 mg, 2.57 mmol) and XtanTphos Pd G3 (162.76 mg, 0.17 mmol) in dimethylacetamide (5 mL) was heated at 120 C. overnight. The reaction mixture was cooled down, washed with water, extracted with EtOAc, dried over MgSO4, filtered, concentrated, and purified by silica gel chromatography (0-100% EtOAc/hexane) to give the product (14 mg).

The synthetic route of 139308-52-4 has been constantly updated, and we look forward to future research findings.

Application of 63874-99-7,Some common heterocyclic compound, 63874-99-7, name is 1-(4-Chlorophenyl)-1H-pyrazole-4-carbaldehyde, molecular formula is C10H7ClN2O, 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.

Step 3: A stirring solution of compound 17 (8.0 g, 38.8 mmol) in acetone (100 mL) was cooled to 0 C. Jones reagent (50 mL) was added drop wise to this reaction mixture and mixture was stirred for 1 h at room temperature. After completion of the reaction (monitored by TLC), excess Jones reagent was quenched with the addition of isopropanol. Solid formed in the reaction was filtered off and filtrate was extracted with diethyl ether (2*400 mL). The organic layer was then separated, dried over sodium sulphate and concentrated in vacuo to give crude mass which was purified by giving washings of 10% ethyl acetate in hexanes (100 mL) to afford 1-(4-chloro-phenyl)-1H-pyrazole-4-carboxylic acid 18 as an off white solid (6. g, 27 mmol, 70% yield). 1H NMR (400 MHz, DMSO): delta=12.69 (br, 1H), 9.06 (s, 1H), 8.10 (s, 1H), 7.97-7.94 (d, 2H), 7.60-7.57 (d, 2H); low resolution mass spectrum (ES+) m/z 222.9 ([M+H)+]; calcd for C10H7ClN2O2+H 223.0].

The synthetic route of 63874-99-7 has been constantly updated, and we look forward to future research findings.