Category: 37622-90-5

Electric Literature of 37622-90-5, A common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, molecular formula is C6H8N2O2, 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.

To a solution of ethyl 1H-pyrazole-4-carboxylate (5.4 g, 38.5 mmol) in t-butanol (20 mL) was added conc. H2SO4 (4 mL, 73.5 mmol) at 15 oC. The mixture was stirred at 100 oC for 14 hours. The reaction was quenched with water (30 mL) and extracted with ethyl acetate (40 mL x3). The organic phase was washed with 2M NaOH (20 mL x2) and the aqueous was acidified with conc. HCl to pH~2 and extracted with ethyl acetate (30 mL x5). The combined organic phases were dried over anhydrous Na2SO4, filtered and concentrated to afford 1-(tert-butyl)-1H- pyrazole-4-carboxylic acid as a white solid.1H NMR (400 MHz, DMSO-d6) delta 12.17 (br, 1 H); 8.24 (s, 1 H); 7.81 (s, 1 H); 1.52 (s, 9 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.

Reference of 37622-90-5,Some common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, molecular formula is C6H8N2O2, 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.

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of 02, was placed ethyl lH-pyrazole-4-carboxylate (3 g, 21.41 mmol, 1.00 equiv), DCE (50 mL), cyclopropylboronic acid (3.51 g, 40.83 mmol, 1.90 equiv), Na2C03 (4.54 g, 40.8 mmol, 1.90 equiv), Cu(OAc)2 (3.88 g, 21.36 mmol, 1.00 equiv), bipyridine (3.34 g, 21.41 mmol, 1.00 equiv). The resulting solution was stirred for overnight at 70 C and then cooled to room temperature. The solids were filtered out. The filtrate was concentrated under vacuum. The residue was purified via reversed phase column with the following conditions: Column, CI 8 silica gel, 120 g, 20-45 muiotaeta, 100A; Mobile phase: water with 0.5% TFA and CH3CN (5% CH3CN up to 80% in 30 min). The collected fraction was concentrated under vacuum to afford ethyl l-cyclopropyl-lH-pyrazole-4-carboxylate (2.2 g, 57%) as a light yellow solid. MS (ESI, m/z): 181 [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 Ethyl 4-pyrazolecarboxylate, its application will become more common.

Electric Literature of 37622-90-5, 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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of O-methyl-nu-oxide salt intermediate in AcCN (10 ml) obtained as above from 1.37 g (4.71 mmol) N-oxide m-CBA salt and dimethylsulfate (0.49 ml, 1.05 eq.) was added a solution OfNH3 in dry MeOH (7M, Aldrich, 15 ml) under cooling in an icebath. The brown mixture was stirred in a sealed vial at 70 0C overnight. After evaporation of the solvent and aq. workup as above, the crude was purified by silica gel chromatography to give a light-brown, cryst. solid. HR-MS calculated for [MH]+: 134.07127, found: 134.07150.

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

Reference of 37622-90-5, These common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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.

To a stirred solution of ethyl 1H-pyrazole-4-carboxylate (L, 4 g; 28.5 mmol) in tetrahydrofuran(50 ml) was added sodium hydride (1.36 g, 28.5 mmol) at 0C. The reaction mixture wasstirred for 1 h. Methyl iodide (6.07 g, 42.8 mmol) was added and the reaction was stirred for 18h at room temperature. The reaction mixture was concentrated under reduced pressure anddiluted with water. The resulting aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with sodium bicarbonate, brine, dried over Na2SO4, filtered and concentrated under vacuum to afford ethyl 1-methyl-i H-pyrazole-4-carboxylate as a yellow liquid (LI; 3.5 g, 77% yield). ?H NMR (400 MHz, CDC13): 7.88 (s, 1H), 7.85 (s, 1H), 4.3110 4.25 (q,J= 7.2 Hz, 2H), 3.9 (s, 3H), 1.35-1.31 (t,J= 7.2 Hz, 3H). MS (M+i) 155.12.

Statistics shows that Ethyl 4-pyrazolecarboxylate is playing an increasingly important role. we look forward to future research findings about 37622-90-5.

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 37622-90-5 as follows. Application In Synthesis of Ethyl 4-pyrazolecarboxylate

General procedure: Step 1: Ethyl 1-(4-fluorobenzyl)-1H-pyrazole-4-carboxylate Sodium hydride (60% oil dispersion; (2.869 g, 71.7 mmol)) was added portion wise to a cold (0 C.) solution of ethyl 1H-pyrazole-4-carboxylate (6.7 g, 47.81 mmol) in DMF (70 mL). The mixture was stirred for 1 hour at 0 C. followed by the addition of 1-(bromomethyl)-4-fluoro-benzene (10.85 g, 57.38 mmol). The reaction was warmed to room temperature and stirred for 18 hours. The reaction mixture was poured into water and the resulting precipitate was collected by vacuum filtration, washed with water, and dried under vacuum at 50 C. for 20 hours to afford the title compound, wt. 8.3 g (70% yield); 1H NMR (400 MHz, DMSO-d6) delta 8.47 (d, J=0.7 Hz, 1H), 7.87 (d, J=0.7 Hz, 1H), 7.34 (dd, J=8.6, 5.6 Hz, 2H), 7.18 (t, J=8.9 Hz, 2H), 5.35 (s, 2H), 4.20 (q, J=7.1 Hz, 2H), 1.25 (t, J=7.1 Hz, 3H).

According to the analysis of related databases, 37622-90-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 37622-90-5, These common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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.

INTERMEDIATE 25 Step A: TERT-BUTYL 4- [ (METHYLSULFONYL) oxy] PIPERIDINE-L-CARBOXYLATE (3.62g, 13. OMMOL) was combined with ethyl 4-pyrazolecarboxylate (2. 0G, 14mmol) in 50ML OF DMF. The mixture was cooled to 0C, and sodium hydride (467mg, 19. 5MMOL) was added. The reaction mixture was then heated at 50C for 10h. Afterwards, it was diluted with diethyl ether (LOOML), washed with water (5 x 100mL) and brine (1 x 100ML), dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by MPLC (silica gel, 5-100% EtOAc/hexanes) afforded the desired product. ESI-MS calculated for CL6H25N304 : 323.39, FOUND 346 (M+NA).

Statistics shows that Ethyl 4-pyrazolecarboxylate is playing an increasingly important role. we look forward to future research findings about 37622-90-5.

Application of 37622-90-5, 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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of ethyl-1H pyrazole carboxylate (5.0 g, 3.7mmol) in DMF (50 mL), Cs2CO3 (23 g, 71.35mmol) and tert-butyl 4-((methylsulfonyl)-oxy) piperidine-1-carboxylate (9.9 g, 35.6 mmol) were added at 5 C and reaction mixture was stirred at 90 C overnight. The completion of the reaction was confirmed by TLC. The reaction mixture was poured into ice cold water. The resulting solid was filtered, washed with water (50 mL) and dried under reduced pressure. It was used in the next step without any further purification. Yield: 87% (10 g, off white solid). 1H NMR (400 MHz, DMSO-d6 : delta 8.39 (s, 1 H), 7.87 (s, 1 H), 4.45-4.39 (m, 1 H), 4.21 (q, J = 7.2 Hz, 2H), 4.05-4.02 (m, 2H), 2.01 -1.98 (m, 2H), 1.85-1.78 (m, 2H), 1.42 (s, 9H), 1.26 (t, J = 7.2 Hz, 3H). LCMS: (Method A) 222.0 (M-Boc), Rt. 2.77 min, 92.86% (Max).

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

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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H8N2O2

Preparation of (1H-pyrazol-4-yl)-methanol; 4-Ethylpyrazole carboxylate (10 g, 71.40 mmol) is placed in an oven-dried flask under an atmosphere of argon. Dry THF (100 mL) is added followed by the dropwise addition of lithium aluminum hydride (1 M in THF, 100 mL, 100 mmol). Once the addition is complete the reaction mixture is stirred at 50¡ãC. The reaction is shown to be complete by NMR after 4 hours. The reaction mixture is cooled on an ice-bath and the reaction mixture is quenched with water (3.8 mL) then 15percent sodium hydroxide (3.8 mL) and finally water again (11.4 mL). The solvent is removed in vacuo and the solid is placed in a Soxhlet apparatus. THF is refluxed through the system for 24 hours. The solvent is removed in vacuo to give the title compound. 1H NMR (MeOD, 400 MHz); 7.60 (s, 2H), 4.55 (s, 2H).

The synthetic route of 37622-90-5 has been constantly updated, and we look forward to future research findings.

Application of 37622-90-5,Some common heterocyclic compound, 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, molecular formula is C6H8N2O2, 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 solution of ethyl 1H-pyrazole-4-carboxylate (2.5 g, 17.9 mmol), and iodomethane (3.1 g, 21.5 mmol) in DIVIF (10 mL) was added K2C03 (5.0 g, 35.8 mmol) and then the reaction mixture was stirred at room temperature for 16 hrs. Water (50 mL) was added to the mixture and then extracted by EA (50 mL x2). The organic layer was washed with brine (40 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column (PE/EA = 8/1) to give the ethyl 1-methyl-1H-pyrazole-4-carboxylate (214 mg, yield: 85%) as a colorless oil. ?H NIVIR (300 IVIHz, DMSO-d6): oe = 8.28 (s, 1H), 7.82 (s, 1H), 4.26 (q, J= 6.9 Hz, 2H), 3.87 (s, 3H), 1.25 (t, J= 6.9 Hz, 3H). MS: m/z 155.3 (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 Ethyl 4-pyrazolecarboxylate, its application will become more common.

37622-90-5, Adding a certain compound to certain chemical reactions, such as: 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, 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 37622-90-5.

Ethyl 1H-pyrazole-4-carboxylate (35.0 g, 250 mmol)And K2CO3 (69.0g, 500mmol)In a mixture of CH3CN (250 mL), BnBr (42.7 g, 250 mmol) was added.The mixture was stirred at room temperature for 18 hours and concentrated.The residue was suspended in EA (500 mL), washed with water (200 mL x 2), dried over Na2SO4, and concentrated.The target product (53.0 g, 91.2%) was obtained as a white solid.

According to the analysis of related databases, 37622-90-5, the application of this compound in the production field has become more and more popular.