Day: April 23, 2021

Related Products of 92933-47-6, A common heterocyclic compound, 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, molecular formula is C7H10N2O2, 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.

Step A Ethyl 3-isopropyl-1H-pyrazole-5-carboxylate (7a)To a solution of 3-isopropyl-1H-pyrazole-5-carboxylic acid (2.5 g, 16.2 mmol) [commercially available from Alfa Aesar, Ward Hill, MA, USA] in MeOH (25 mL) was added cone, sulfuric acid (1 mL) and refluxed for 12h. The reaction mixture was cooled and the solvent was removed under reduced pressure. The crude mass was purified by flash column chromatography using 1:9 MeOH in CHCl3 to yield compound 7a (2.6 g). 1H NMR (400 MHz, CDCl3): delta 6.64 (s, 1H), 4.39 (q, J=8.00 Hz, 2H), 3.06-3.01 (m, 1H), 1.39 (t, J=8.00 Hz, 3H), 1.31 (d, J=8.00 Hz, 6H). Molecular Formula: C9H14N2O2, LCMS purity: 96%; Expected: 182.1 ; Observed: 183 (M+1).

The synthetic route of 92933-47-6 has been constantly updated, and we look forward to future research findings.

Related Products of 1125-29-7, These common heterocyclic compound, 1125-29-7, name is 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid, 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.

A suspension of triphenylphosphine (59.3 mg, 0.226 mmol) and 1,3, [5-TRIMETHYL-LH-] pyrazole-4-carboxylic acid (SALOR) (26.8 mg, 0.174 mmol) in dichloromethane was cooled to [0 oC AND N-CHLOROSUCCINIMIDE] added. The mixture was stirred at [0 oC] for 0.5 h then ambient temperature for an additional 0.5 h. [3-CYCLOPROPYLMETHYL-8- [4-] (ETHYL-AMINO)-BENZYL]-1-(2-FLUOROBENZYL)-3,] 7-dihydro-purine-2,6-dione (93.4 mg, 0.209 mmol) was added followed by triethylamine (30.2 mg, 0.226 mmol) and 4- dimethylaminopyridine (a few crystals). The reaction was left to stir at ambient temperature overnight before washing with 1M aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, drying the organic extract (sodium sulfate) and concentrating in vacuo. Purification by chromatography using silica eluted with 5: 9 methanol/dichloromethane gave the product as a colorless solid (83.5 mg, 69%).

Statistics shows that 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 1125-29-7.

Adding a certain compound to certain chemical reactions, such as: 55864-87-4, name is Ethyl 4-nitro-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 55864-87-4, Formula: C6H7N3O4

To a mixture of compound A32 (12.4 g, 66.9 mmol, 1 eq) and K2CO3 (23.1 g, 167 mmol, 2.5 eq) in MeCN (120 mL) was added Dl-1 (28.5 g, 167 mmol, 16.4 mL, 2.5 eq) and the resulting mixture was heated to 60-70C for 16 hours to afford a white mixture. TLC showed two new spots. The mixture was partitioned between EtOAc (100 mL) and H20 (100 mL). The aqueous phase was extracted with EtOAc (100 mL x 2). The combined organic extract was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give crude product. The crude product was purified by combi flash (PE/EtOAc = 1/0 to 4/1 to 3/1) to afford compound A33 (9.5 g, 62.4% yield) as a yellow oil.

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These common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-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. Product Details of 35691-93-1

A solution of 2-(3-chloro-5-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole obtained in Reference Example 69 (330 mg, 0.85 mmol), ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate (172 mg, 1.02 mmol) and copper(II) acetate monohydrate (85 mg, 0.43 mmol) in pyridine (4.3 mL) was stirred overnight at 80C. The reaction mixture was allowed to cool to room temperature, and diluted with saturated brine and ethyl acetate. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate= 90:10?67:33) to give the title compound (271 mg, yield 74%). 1H-NMR (CDCl3) delta : 1.40 (3 H, t, J = 7.1 Hz), 2.54 (3 H, s), 2.57 (3 H, s), 4.35 (2 H, q, J = 7.1 Hz), 5.54 (2 H, s), 6.84 – 6.92 (1 H, m), 6.98 – 7.10 (3 H, cm), 7.33 – 7.41 (1 H, m), 7.78 (1H, dd, J = 8.8, 0.5 Hz), 8.01 (1 H, s).

The synthetic route of Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate 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. 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 1,5-Dimethyl-1H-pyrazol-3-amine

To a solution of 3-amino-1,5-dimethylpyrazole (0.50 g) and triethylamine (0.63 ml) in chloroform (5 ml), 2-fluoro-3-(trifluoromethyl)benzoyl chloride (0.65 ml) was added under ice cooling. The reaction solution was stirred at room temperature for 0.5 hours, washed with an aqueous 2M sodium hydroxide solution, dried over anhydrous sodium sulfate and filtrated. Thereafter, the filtrate was concentrated under vacuum. The residue obtained was washed with n-hexane to obtain a colorless solid substance of N-(1,5-dimethylpyrazol-3-yl)-2-fluoro-3-(trifluoromethyl)benzamide (1.25 g). 1H-NMR(200 MHz, CHLOROFORM-D) d ppm; 2.30 (s, 39H), 3.72 (s, 3H), 6.59 (s, 1H), 7.40 (t, J =7.5 Hz, 1H), 7.78 (t, J = 7.5 Hz, 1H), 8.34 (td, J = 7.5 Hz, 1H), 8.60-8.89. (br. s, 1H) MS (ESI)(Positive)m/z; 302 (M+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 345637-71-0, 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 345637-71-0 as follows.

Step 7 N-Methyl-6-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide To tert-butyl 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}-piperidine-1-carboxylate (302 mg) is added dropwise, at room temperature, a solution of trifluoroacetic acid (0.52 ml). The reaction mixture is stirred for 30 minutes, then the solvent and excess trifluoroacetic acid are removed. This gives 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}piperidinium trifluoroacetate. To a solution of [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (140 mg) in dichloromethane (5 ml) are added oxalyl chloride (256 mg) and one drop of N,N-dimethylformamide. Then the reaction mixture is stirred for 30 minutes. Then the excess of oxalyl chloride is removed under reduced pressure and the residue is dissolved again in dichloromethane (1 ml). The solution is then added to the former solution of 4-{6-[methyl(1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl]pyridin-2-yl}piperidinium trifluoroacetate in dichloromethane (5 ml) and diisopropylethylamine (869 mg). The reaction mixture is stirred for 2 hours. After addition of conc ammonium chloride solution, the aqueous phase is removed and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. The residue is purified by chromatography. This gives N-methyl-6-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)pyridine-2-carboxamide (150 mg). logP (pH2.7): 3.61 1H NMR (DMSO-d6, 400 MHz): deltappm: 1.45-2.15 (m, 8H), 2.22 (s, 3H), 2.61 and 2.68 (s, 3H), 2.65-2.88 (m, 3H), 2.95-3.31 (m, 2H), 3.98 (bs, 1H), 4.38 (bs, 1H), 4.99 and 5.83 (m, 1H), 5.17 (bs, 2H), 6.45 (s, 1H), 7.05-7.25 (m, 4H), 7.38 (m, 1H), 7.50 (m, 1H), 7.86 (m, 1H) MS (ESI): 410 ([M-1,2-dihydronaphthalene+H]+)

According to the analysis of related databases, 345637-71-0, the application of this compound in the production field has become more and more popular.

Reference of 14521-80-3,Some common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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 5. Synthesis of N-[3-({4-[2-(3-bromo-lH-pyrazol-l-yl)-l,l,l,3,3,3-hexafluoropropan~ 2-yl]-2,6-dimethylphenyl}carbamoyl)phenyl]-2-chloropyridine-3-carboxamide.; 2-(4- { [(3 – { [(2-chloropyridin-3 -yl)carbonyl]amino } phenyl)carbonyl]amino } -3 ,5 -dimethylphenyl)- 1 ,l,l,3,3,3-hexafluoro-2-yl methanesulfonate (0.10 g) and 3-bromopyridine (28 mg) were dissolved in DMF (1.5 ml), and sodium hydride (in oil, 10 mg) was added thereto under ice cooling. After stirring for 4 hours, water was added. The resulting mixture was extracted with ethyl acetate, washed with water, and dried over magnesium sulfate. After the filtration, the solvent was evaporated off under reduced pressure. The resulting residue was purified with silica gel chromatography to obtain the title compound (76 mg, 70%).1H-NMR (CDCl3) delta : 2.31(6H, s), 6.45 (IH, d), 7.16 (2H, s), 7.36-7.64 (4H, m), 7.74 (IH, d), 7.86 (IH, d), 8.14-8.22 (IH, m), 8.29 (IH, s), 8.44-8.55 (2H, m).

The synthetic route of 14521-80-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 13808-65-6,Some common heterocyclic compound, 13808-65-6, name is 4-Bromo-3-phenyl-1H-pyrazole, molecular formula is C9H7BrN2, 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.

Reference Example 1114-Bromo-3-phenyl-1-trityl-1H-pyrazole A suspension of 4-bromo-3-phenyl-1H-pyrazole (6.13 g, 27.5 mmol), trityl chloride (15.3 g, 55.0 mmol), and K2CO3 (11.4 g, 82.5 mmol) in DMF (100 mL) was stirred for 60 h at 90 C. After cooling to room temperature, the reaction mixture was poured into water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, concentrated under reduced pressure. The residue was recrystallized from hexane/THF to give the title compound (8.00 g, 63% yield) as a white solid: mp 181-183 C.; 1H NMR (300 MHz, CDCl3): delta ppm 7.16-7.22 (6H, m), 7.28-7.41 (13H, m), 7.87-7.91 (2H, m). Anal. Calcd for C28H21BrN2: C, 72.26; H, 4.55; N, 6.02. Found: C, 72.43; H, 4.66; N, 5.91.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-phenyl-1H-pyrazole, its application will become more common.

Related Products of 930-36-9, 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 930-36-9 as follows.

To a solution of 1-methyl pyrazole (4.1 g, 50 mmole) in THF (100 mL) at 00C was added n-BuLi (2.2M in THF, 55 mmole). The reaction solution was stirred for 1 hour at RT and then cooled to -78C [J. Heterocyclic Chem. 41 , 931 (2004)]. To the reaction solution was added 2-isopropoxy-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (12.3 mL, 60 mmole). After 15 min at -78C, the reaction was allowed to warm to 00C over 1 hour. The reaction was diluted with saturated NH4CI solution and extracted with DCM. The organic fractions were washed with H2O (2 x 100 ml_), dried over Na2SO4 and concentrated under vacuum to afford a tan solid (8.0 g, 77%) which was used without further purification. LCMS (ES) m/z 127 (M+H)+ for [RB(OH)2]; 1H NMR (CDCI3, 400 MHz) delta 7.57 (s, 1 H), 6.75 (s, 1 H), 4.16 (s, 3H), and 1.41 (s, 12H).

According to the analysis of related databases, 930-36-9, the application of this compound in the production field has become more and more popular.

Related Products of 16034-46-1, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 1 -methyl- lH-pyrazole-5-carboxylic acid (5 g, 39.7 mmol) in methanol (100 mL) was added thionyl chloride (103.2 mmol) under argon atmosphere at 0 C. The reaction mixture was stirred to room temperature over 12 h. The reaction mixture was cone, in vacuo, then diluted with water (100 mL), carefully quenched with sat’d aqueous NaHCC”3, and extracted with ethyl acetate (100 mL x 3). The combined organic phase was dried with anhydrous sodium sulphate, filtered and the filtrate was concentrated to give afford the title compound as a white solid which was used without further purification (5 g, 90 %) m/z 240.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazole-5-carboxylic acid. I believe this compound will play a more active role in future production and life.