Day: April 21, 2021

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.

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. 133228-21-4, name is N,N-Dimethyl-1H-pyrazole-1-sulfonamide, A new synthetic method of this compound is introduced below., COA of Formula: C5H9N3O2S

N,N-dimethyl-lH-pyrazole-l -sulfonamide (8.89 g, 50.8 mmol) was dissolved in anhydrous THF (250 mL). The solution was cooled at -78C, a solution of n-butyl lithium (32.6 mL, 81.4 mmol, 2.5 M in hexane) was added dropwise, and then the mixture was stirred for 45 minutes. A solution of hexachloroethane (18.0 g, 76.3 mmol) in anhydrous THF (20 mL) was added dropwise at -78C, and the reaction stirred for 1.5 hours. Water was added, and the mixture was extracted 5 times with dichloromethane. The combined organic phases were washed with brine and then dried over magnesium sulfate. After evaporation of the solvent, 5-chloro-N,N- dimethyl-lH-pyrazole-1 -sulfonamide was obtained and used in the next step without further purification.

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.

Some common heterocyclic compound, 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, molecular formula is C7H13N3, 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: 82560-12-1

Step j04: 3-Tert-butyl-1H-pyrazol-5-amine (J-III) (1 eq., 40 g) was dissolved in dilute HCl (120 ml of HCl in 120 ml of water) and mixed dropwise with NaNO2 (1.03 eq., 25 g in 100 ml) at 0-5 C. over a period of 30 min. After stirring for 30 minutes, the reaction mixture was neutralised with Na2CO3. A diazonium salt obtained by reaction of KCN (2.4 eq., 48 g), water (120 ml) and CuCN (1.12 eq., 31 g) was added dropwise to the reaction mixture within 30 min and the mixture was stirred for a further 30 min at 75 C. After complete reaction, the reaction mixture was extracted with EE (3×500 ml), the combined organic phases were dried over sodium sulphate and the solvent was removed under vacuum. The purification (SiO2, 20% EE/hexane) of the residue by column chromatography produced a white solid (J-IV) (6.5 g, 15.1% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82560-12-1, its application will become more common.

Reference of 16034-46-1,Some common heterocyclic compound, 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, molecular formula is C5H6N2O2, 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.

Oleum (1977mmol) is slowly added to fuming nitric acid (777 mmol) followed by the addition of 2-methyl-2H-pyrazole-3-carboxylic acid (277 mmol) in small portions maintaining the reaction temperature below 6O0C. Stirring at this temperature is then continued for a further 1 h. On completion, the reaction mixture is poured onto crushed ice and extracted with ethyl acetate (300 mL x 3). The combined organic phases are washed with water (250 mL x 2) and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure to afford 2-methyl-4-nitro-2H-pyrazole-3- carboxylic acid as a light yellow solid. Compound wt: 23.6g, 50%.[00251] 1H NMR (400 MHz, OMSO-d6) delta: 8.29 (lH,s); 3.95 (3H, s).

The synthetic route of 16034-46-1 has been constantly updated, and we look forward to future research findings.

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. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Methyl-1H-pyrazol-3-amine

Intermediate 14; 2-Chloro-5 -methyl-N-(5 -methyl- lH-pyrazol-3-yl)pyrimidin-4-amine2,4-Dichloro-5-methylpyrimidine (2.395 g, 14.69 mmol), 5 -methyl- lH-pyrazo 1-3 -amine (1.710 g,17.61 mmol), and DIPEA (3.80 g, 29.39 mmol) in ethanol (20 ml) was heated at 6O0C over the weekend. LCMS indicated complete reaction. Solvent was removed under reduced pressure and the residue was purified by ISCO (5percentMeOH/0.5percent NH4OH in CH2Cl2. 2.5g (76percent) of the title compound was isolated.1H NMR (400 MHz, DMSO-d6) delta ppm 12.17 (s, 1 H) 9.30 (s, 1 H) 7.97 (s, 1 H) 6.37 (s, 1 H) 2.25 (s, 3 H) 2.13 (s, 3 H). LCMS: 224 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 31230-17-8.

Reference of 402-61-9, These common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-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 solution of 4.30 g (34.1 mmol) of 5-methyl-1H-pyrazole-3-carboxylic acid in 20 ml of anhydrous DMF was added dropwise at RT within approx. 15 min to a suspension of 5.81 g (35.8 mmol) of 1,1′-carbonyldiimidazole (CDI) in 25 ml of anhydrous DMF. After the mixture had been stirred at RT for 105 min, 8.12 g (34.1 mmol) of the compound from Example 5A/Step 3 were added. Subsequently, the reaction mixture was heated to 110 C. for 5 h. After cooling to RT, the mixture was stirred gradually into 800 ml of water. In the course of this, the product precipitated out. It was filtered off with suction and washed with water. Subsequently, the moist crude product was recrystallized from 430 ml of ethanol. After the solid had been filtered and dried, 8.31 g (74% of theory) of the title compound were obtained. A further fraction was obtained by concentrating the mother liquor (1.69 g with 85% purity, 13% of theory).1H NMR (400 MHz, CDCl3, delta/ppm): 10.73 (broad, 1H), 8.20 (d, 2H), 7.52 (d, 2H), 6.81 (s, 1H), 4.00-3.88 (m, 4H), 2.45 (s, 3H), 2.30-2.11 (m, 2H), 1.98-1.91 (m, 2H).LC/MS (method 1, ESIpos): Rt=4.24 min, m/z=329 [M+H]+.

Statistics shows that 5-Methyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 402-61-9.

Some common heterocyclic compound, 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, molecular formula is C5H6N2O, 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. Application In Synthesis of 1-Methyl-1H-pyrazole-4-carbaldehyde

General procedure: Benzaldehyde (30muL, 0.30mmol) was added to a mixture of 14 (100mg, 0.24mmol) and acetic acid (4.1muL, 0.07mmol) in CH2Cl2 (2.5mL). The mixture was stirred at room temperature for 0.5h. Sodium trisacetoxyborohydride (101mg, 0.48mmol) was added and the mixture was stirred at room temperature overnight. The mixture was neutralized with sat. NaHCO3(aq) and extracted with CHCl3. The organic layer was washed with brine, dried over Na2SO4, and concentrated at reduced pressure. The residue was purified by silica gel column chromatography (CHCl3/MeOH) to give the desired compound as a colorless solid (82.7mg, 68%).Compound 15i was prepared by a procedure similar to that described for 15h to give a colorless solid (yield 61%). 1H-NMR (DMSO-d6) delta 1.84-1.94 (1H, m), 2.37-2.48 (2H, m), 2.73-2.82 (2H, m), 2.88-2.94 (1H, m), 3.08 (3H, s), 3.49 (2H, s), 3.76-3.78 (3H, m), 4.01 (3H, s), 4.04 (3H, s), 5.36-5.42 (1H, m), 7.14 (1H, s), 7.31-7.33 (1H, m), 7.58 (1H, s), 8.07 (1H, s), 8.42 (1H, d, J?=?2.2?Hz), 8.82 (1H, d, J?=?2.2?Hz), 9.37 (1H, br). ESI-MS m/z 513.4 [(M?+?H)+]. HRMS(ESI) m/z calcd for C23H29N8O4S [(M?+?H)+]: 513.2027, found: 513.2027.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25016-11-9, its application will become more common.

Application of 5071-61-4, The chemical industry reduces the impact on the environment during synthesis 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

5-Phenyl-1H-pyrazole-3-carboxylic acid (purchased from PharamCore, http://www.pharmacore.com; 197 mg, 1.03 mmol) and benzyl alcohol (131 mL, 1.24 mmol) were dissolved in 5 mL of acetonitrile and treated with EDC (393 mg, 2.05 mmol) and DMAP (376 mg, 3.08 mmol). The resulting solution was stirred for 12 h at room temperature. The reaction mixture was diluted with CH2Cl2, washed with 10% aqueous NaHCO3 solution (2x), water and 5% acetic acid solution (2x). The organic phase was collected, dried over Na2SO4, filtered and then concentrated in vacuo. Crude material obtained was purified by silica gel column chromatography with a 25% ethyl acetate : CH2Cl2 solvent system to give 189 mg (66%) of 6 as a white solid. Mp 151-152oC; 1H NMR (300 MHz, CDCl3) 7.68 (2 H, d, J = 6.71 Hz), 7.40-7.27 (8 H, m), 7.02 (1 H, s), 5.22 (2 H, s); 13C NMR (126 MHz, CDCl3) d . 160.79, 148.95, 139.13, 135.52, 130.59, 129.09, 128.78, 128.61 (two carbons), 128.56, 125.86, 105.78, 67.02. HRMS (EI), M+1 calcd. for C17H15N2O2, 279.1128; found 279.1145. HPLC tR = 4.3 min.

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, 5-Phenyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Application of 3994-50-1, 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. 3994-50-1 name is 1-Methyl-4-nitro-1H-pyrazole, 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.

Example 1 5-chloro-1-methyl-4-nitro-1H-pyrazole To a 500 mL round bottom flask containing 4-nitro-1-H-pyrazole (5 g, 44.2 mmol) was added sodium hydroxide (1M, 200 mL) and dimethyl sulfate (31 mL, 330 mmol). The mixture was stirred at room temperature for 72 h and the mixture was extracted with CH2Cl2 (2*150 mL). The organic layer was separated and the solvent was distilled off to yield 1-methyl-4-nitro-1H-pyrazole as a white solid (4.30 g, 76%). Following WO 2007/99326, to a 500 mL 3-neck-round bottom flask was added 1-methyl-4-nitro-1H-pyrazole (4.30 g, 33.8 mmol) and THF (12 mL). The mixture was cooled to -78 C. and lithium hexamethyldisilazide in THF (1M, 88.4 mL, 90 mmol) was added dropwise via an addition funnel over 20 min. The brown mixture was stirred for 30 min and warmed to -45 C over 30 min. The mixture was cooled back down to -78 C. and hexachloroethane (10.5 g, 44.2 mmol) dissolved in THF (20 mL) was added via an addition funnel over 15 min. The mixture was stirred for 2.5 h, warmed from -78 C to -40 C and the reaction was monitored by LCMS. Upon completion of the reaction, the reaction was quenched with a solution of saturated NH4Cl (150 mL), and ethyl acetate (100 mL) was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layer was washed with water (150 mL), dried over Na2SO4 and the organic solvent was distilled off. The crude product was purified via flash chromatography (CH2Cl2/7% MeOH) to yield 5-chloro-1-methyl-4-nitro-1H-pyrazole as a white solid (1.40 g, 20%). 1H NMR (400 MHz, CDCl3) delta 8.13 (s, 1H), 3.92 (s, 3H); ESIMS m/z=162.0 (M+1)

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

Application of 175277-11-9, 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. 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, This compound has unique chemical properties. The synthetic route is as follows.

7) 3-(tert-butyl)-N-(2-fluoro-3-(trifluoromethoxy)benzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of aldehyde (200 mg, 0.96 mmol, 1.0 eq) in toluene (20 mL) was added 2,4-dimethoxybenzyl amine (177 mg, 1.06 mmol, 1.1 eq) and the reaction mixture was stirred at room temperature for 24 h. Toluene was removed to give a residue, which was taken in MeOH (30 mL) and then NaBH4 (73 mg, 1.92 mmol, 2.0 eq) was added slowly. The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was extracted in Ethyl acetate and stirred with saturated aq NaHCO3 for 1 h. The organic layer was collected, dried and solvent was removed to give the crude amine, which was used in the next step without further purification. To a solution of the crude amine (0.96 mmol, 1.0 eq) in DMF (10 mL) was added the acid (175 mg, 0.96 mmol, 1.0 eq), DIEA (620 mg, 4.8 mmol, 5 eq) and HBTU (440 mg, 1.152 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (200 mL) and washed with 10% aqHCl (1*50 mL), sat NaHCO3 (1*50 mL) and water (4*50 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (EtOAc/Hexane 25% to 75%)) to give the amide, which was directly used in the next step. The amide was treated with 95% TFA:H2O for 12 h. TFA was removed and azeotroped with toluene to give a residue, which was purified by column chromatography (EtOAc/Hexane 10% to 50%) to give the desired product in 28% (183 mg, >95% purity). Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H20F4N3O2: 374.0 (M+H), Found 374.0.

The chemical industry reduces the impact on the environment during synthesis 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid. I believe this compound will play a more active role in future production and life.