Day: April 20, 2021

Electric Literature of 1260243-04-6, 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. 1260243-04-6 name is Ethyl 5-amino-1H-pyrazole-4-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.

A mixture of ethyl-5-amino-1H-pyrazole-4-carboxylate (20.0 g, 129 mmol), (E)-ethyl 3-ethoxyacrylate (22.4 mL, 155 mmol) and cesium carbonate (63.0 g, 193 mmol) in DMF (322 mL) was stirred at 110 C. overnight. After being cooled to 0 C., the reaction mixture was acidified with 2 N aq. HCl. A precipitated solid was collected by filtration and washed with water and EtOAc to afford ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate (24.7 g, 92%) as a pale yellow solid. 1H-NMR (DMSO-d6, Varian, 400 MHz): delta 1.27 (3H, t, J=7.2 Hz), 4.80 (2H, q, J=6.8 Hz), 6.16 (1H, d, J=8.0 Hz), 8.14 (1H, s), 8.58 (1H, d, J=8.0 Hz), 11.7 (1H, br. s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-amino-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Electric Literature of 75415-03-1, A common heterocyclic compound, 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, molecular formula is C8H7N3, 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 3-(2-pyridyl)pyrazole (291 mg, 2 mmol) in THF (20 mL) was added NaH (0.3 g, 12.5 mmol). The mixture was stirred for lh and the Mel (568 mg, 4 mmol) was added in one portion. The reaction mixture was stirred for 18h at room temperature. The reaction was quenched with MeOH and the solvent was removed in vacuo. The residue was treated with water and EtOAc. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic phase was dried over Na2S04, filtered, and concentrated to give crude product. The crude product was purified on ISCO columns. Fractions containing pure product were combined and evaporated to give 3-(2-pyridyl)-l-methylpyrazole (300 mg, 94%) as a yellow oil.

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.

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.

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 1904-31-0 as follows. category: pyrazoles-derivatives

Example Q (0350) 4-(((4-(4-Fluorophenyl)pyridin-2-yl)(1 -methyl-1 H-pyrazol-3-yl)amino)methyl)-N- hy (0351) (0352) Q 2- Chloro-4-(4-fluorophenyl)pyridine (1 ) (1.0g, 4.8mmol), 1 -methyl- 1 H-pyrazol-3- amine (2) (470mg, 4.8mmol), Xantphos (0.28g, 0.48mmol) and Cs2C03 (2.35g, 7.24mmol) were combined in dry 1 ,4-dioxane (15mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.22g, 0.24mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralised water (200ml_) and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 : 1) to provide 4-(4-fluorophenyl)-N-(1-methyl- 1 H-pyrazol-3-yl)pyridin-2-amine (3) as a yellow solid (1.0g, 71 percent). (0353) LCMS (ES): Found 269.1 [M+H]+.

According to the analysis of related databases, 1904-31-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 288148-34-5,Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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.

100 mg (0.25 mmol) of 2-(4-benzyl-3-(ethoxycarbonylamino)chroman-6- yloxy)ethanaminium chloride were dissolved in 5 ml methylene dichloride. Then, 95 mg (0.79 mmol) dimethyl aminopyridine and 54 mg (0.30 mmol) 1 -methyl-1 H-pyrazole-4- sulfonyl chloride were added. The reaction mixture was stirred at room temperature over night. The mixture was concentrated in vacuo and the residue was dissolved in ethylace- tate and water. The phases were separated. The organic phase was washed with saturated ammonium chloride solution (2x), dried over MgS04 and concentrated (127 mg crude). The crude material was purified by column chromatography to give 1 18 mg (0.23 mmol, 93 %) of the desired product.ESI-MS [M+H+] = 515 Calculated for C25H3oN406S = 514.

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

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 449758-17-2 as follows. name: 1-(2-Tetrahydropyranyl)-1H-pyrazole

Preparation 2 6-[1-Hydroxy-1-(1-tetrahydropyran-2-yl-1H-pyrazol-5-yl)ethyl]-3-(methoxymethyl)-3H-1,3-benzothiazol-2-one (Racemic mixture of diasteromers) Add 1-tetrahydropyran-2-yl-pyrazole (1.5 Eq, 202 mmoles, 30.8 g)(Aldrich) and THF (900 mL) to a flame dried 2 L 3 neck round bottom flask and cool to -78 C. (dry ice/acetone bath). Add t-butyl lithium (2.5 M in THF)(1.5 Eq, 202 mmoles; 81.0 mL) dropwise, maintaining at least -68 C., and stir for 60 min at -78 C. Add a solution of 6-acetyl-3-(methoxymethyl)-3H-1,3-benzothiazol-2-one (32.0 g, 134 mmoles) in THF (450 mL) dropwise over 45 min, and stir at -78 for 30 min. Remove the dry ice bath and allow to warm to -50 C. and stir for 1 hr. (do not let temp. rise above -45 C.). Quench the reaction with MeOH (80 mL). Transfer to a separatory funnel, add EtOAc (2000 mL), and wash with water (500 mL) and then brine (500 mL). The organic layer is dried over Na2SO4, filter and concentrate to give a crude yellow oil. Purify the material by HPLC, eluting with hexanes/EtOAc (6:4) to yield 6-[1-hydroxy-1-(1-tetrahydropyran-2-yl-1H-pyrazol-5-yl)ethyl]-3-(methoxymethyl)-3H-1,3-benzothiazol-2-one as a white foam (44 g, 113 mmoles, 84% yield) (Racemic mixture of diasteromers). LCMS (Low) rt=1.76 min., M+1=288, and rt=1.86 min., M+1=288

According to the analysis of related databases, 449758-17-2, the application of this compound in the production field has become more and more popular.

Electric Literature of 120068-79-3, 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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of compound A (5 mmol) and corresponding benzaldehyde (5 mmol) in 10 mL ethanol was refluxed for 24 hours in a reaction flask wrapped up by silver paper. Upon the reactions completed (monitored by TLC), tawny solids were obtained through suction filtration. The precipitates were washed with ethanol (5 mLx3) and recrystallized from ethanol with 50-84% yields.

The synthetic route of 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile 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. 400877-57-8, name is Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate

240 mg (1.30 mM) of the compound obtained in Preparative Example 7 was dissolved in 5 ml of methanol, to which 24 mg of 10% palladium/ EPO charcoal was added dropwise, and the resulting mixture was stirred under hydrogen pressure of 40 atm for 30 minutes. After the reaction was terminated, the resulting reaction solution was filtered through cellite, and distilled under reduced pressure, to obtain 191 mg (95%) of the title compound.1H NMR(SOOMHZ, CDCl3) delta 3.86(s, 3H), 3.92(s, 3H), 6.91(s, IH). Mass : 155(M+)

The synthetic route of 400877-57-8 has been constantly updated, and we look forward to future research findings.

Application of 5775-86-0, These common heterocyclic compound, 5775-86-0, name is 4-Bromo-1,5-dimethylpyrazole, 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 tert-butyl (3S)-3-[[4-[1-(benzenesulfonyl)-6-(4,4,5,5-tetramethyl]-1,3,2-dioxaborolan-2-yl)indol-3-yl]-5-(trifluoromethyl)pyrimidin-2-yl]amino]piperidine-1-carboxylate (120.00 mg, 164.93 umol) and 4-bromo-1,5-dimethyl-pyrazole (31.75 mg, 181.42 umol) in dioxane (5 mL) and H2O (500 uL) was added Pd(PPh3)4 (19.06 mg, 16.49 umol) and Cs2CO3 (107.47 mg, 329.85 umol). The mixture was stirred at 100 C for 4 h under N2. The mixture was poured into water (100 mL). The aqueous phase was extracted with EA (50 mL*3). The combined organic phase was washed with brine (100 mL), dried with anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (SiO2, Petroleum ether/ethyl acetate=5/1 to 2:1) to give to afford the title compound (150 mg, crude).

Statistics shows that 4-Bromo-1,5-dimethylpyrazole is playing an increasingly important role. we look forward to future research findings about 5775-86-0.

Synthetic Route of 1126-00-7, The chemical industry reduces the impact on the environment during synthesis 1126-00-7, name is 1-Phenylpyrazole, I believe this compound will play a more active role in future production and life.

EXAMPLE 29A 4-Bromo-1-phenyl-1H-pyrazole To 1-phenylpyrazole (Aldrich, 1 g, 6.94 mmol) in 10 mL acetic acid was added 1.1 g of Br2 (Fisher, 6.94 mmol) in 10 mL acetic acid. This mixture was warmed to 100 C. in a pressure tube for 8 h. The material was cooled to ambient temperature, poured into ice and H2O in a 500 mL beaker and excess saturated, aqueous NaHCO3 was added until all the acetic acid had been quenched. EtOAc (50 mL) was added and the layers were separated. The aqueous layer was extracted 2*15 mL EtOAc and the combined organics were dried over Na2SO4 and concentrated under reduced pressure to give a crude solid. Purification via flash column chromatography (SiO2, 50% hexanes-EtOAc) gave 1.5 g of the title compound (6.72 mmol, 97% yield). MS (DCI/NH3) m/z 223, 225 (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, 1-Phenylpyrazole, other downstream synthetic routes, hurry up and to see.