Category: pyrazoles-derivatives

Application of 35691-93-1, A common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, molecular formula is C8H12N2O2, 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.

3,5-Dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester (0.10 g, 1 mmol) (prepared as described in Tett 2002, 58, 18, p 3639), 3-bromo-5-trifluoromethyl-pyridine (0.16 g, 1 mmol), copper iodide (0.02 g, 0.2 mmol) and cesium carbonate (1.0 g, 3 mmol) were suspended in DMA (0.5 ml) and heated to 160 C. for 16 h. The reaction was diluted with EtOAc, washed repeatedly with ammonium hydroxide, brine and dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (EtOAc:n-heptane 1:9-2:8 gradient affording the title compound (0.07 g, 35%) as a yellow oil. MS: 314.2 (MH+).

The synthetic route of 35691-93-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1280210-79-8,Some common heterocyclic compound, 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, molecular formula is C10H15N3O2, 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 8; Step A: fert-Butyl 2- { 2-(trimethylsilyl)ethoxy1methyI } -2 , 6-dihvdropwrol o [3 A- c1pyrazole-5(4HVcarboxylateTo a stirred solution of tert~buty 2,6-dihydropyrrolo[3f4~c]pyrazole-5(4H)- carboxylate (20 g, 96 mmol) in DMF (200 mL) at 0 C was added sodium hydride (4.21 g, 105 mmol). After stirring for 1 h at RT, 2-trimethylsilylethoxymethyl chloride (SEM-C1) (4.65 mL, 26.3 mmol) was added. The resulting mixture was stirred at RT overnight. The mixture was quenched with saturated NH4OH, and the solvents were removed. The residue was diluted with ethyl acetate (500 mL), washed with water, brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on a silica gel Biotage 65i column, eluting with 0 to 20% ethyl acetate in hexanes to give the title compound as a colorless gum. LC-MS: 340.1 (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 tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, its application will become more common.

97421-13-1, name is 1-(tert-Butyl)-1H-pyrazol-4-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 1-(tert-Butyl)-1H-pyrazol-4-amine

General procedure: A solution of 4-aminopyrazole 1b-d (1.03 mol) in THF (1400 ml) was cooled to 0, then DMAP (5.03 g, 0.041 mol) was added to the stirred solution, followed by slow addition of di(tert-butyl) dicarbonate (229 g, 1.05 mol)over 30 min. The mixture was maintained at the indicated temperature for 1 h, allowed to warm to the room temperature, and stirred for further 4-6 h. The reaction mixture was then heated at 40 for 1 h, evaporated, extracted with MTBE (800 ml). The obtained oily product was diluted with 3:2 MTBE-hexane mixture (300 ml), stirred, the precipitate that formed was filtered off and air dried. tert-Butyl (1-tert-butyl-1-pyrazol-4-yl)carbamate (2b).Yield 230 g (93%), violet powder, mp 72-73C. IR spectrum,nu, cm-1: 3273 (N-H), 1710 (C=O). 1H NMR spectrum,delta, ppm (J, Hz): 1.50 (9H, s, (CH3)3); 1.56 (9H, s, (CH3)3);6.25 (1H, s, NH); 7.33 (1H, s, H-5); 7.80 (1H, s, H-3).13C NMR spectrum, delta, ppm: 27.9; 29.2; 58.0; 79.7; 116.6;120.4; 128.9; 152.8. Mass spectrum, m/z (Irel, %): 240[+]+ (100). Found, %: C 60.02; H 8.71; N 17.44.C12H21N3O2. Calculated, %: C 60.23; H 8.84; N 17.56.

The synthetic route of 97421-13-1 has been constantly updated, and we look forward to future research findings.

Reference of 660845-30-7, 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. 660845-30-7, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 500 mL round-bottom flask, 6.0 g (31 mmol) of 5-chloro-3-(difluoromethyl)-1 -methyl-1 H- pyrazole-4-carbaldehyde were taken up in 30 mL of toluene. A solution of 2.4 g (62 mmol) of sodium hydroxide in 6 mL of water was added to the reaction mixture, followed by 103 mL of a 30% strength solution of hydrogen peroxide in water. During the addition, the temperature was kept below 37 C. The reaction mixture was then stirred at 50 C for 7 h. After cooling, the organic phase was extracted with 100 mL of water. The aqueous phase was acidified to pH 2 using dilute hydrochloric acid. The white precipitate formed was filtered off, washed twice with 20 mL of water and dried. This gave 3.2 g of 5-chloro-3-(difluoromethyl)-1 -methyl-1 H-pyrazole-4-carboxylic acid as a white solid. H NMR (400 MHz, DMSO-c/6) delta ppm : 3.78 (s, 3H); 7.12 (t, 1 H, JHF = 53.60 Hz); 13.19 (s, 1 H); IR (KBr): 1688 cm”1 (C=0); 2200-3200 cm”1 broad;

The synthetic route of 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde 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. 30169-25-6, name is 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Quality Control of 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine

The synthesis and basic properties of the investigated compounds were described earlier in a previously published articles [27,34], except from molecule Tz2Pyr2 which was prepared by a standard procedure [23], stirring 1eq. of TzPyr2 with 1 eq. of piperazine in acetonitrile at 60, cool down after one hour and filtering off the pure product. The NMR of Tz2Pyr2 is provided in the ESI section. In all measurements, a solution of an investigated compound was prepared in a 0.1 M tetrabutylammonium tetrafluoroborate (Bu4NBF4; Sigma Aldrich 98%)/dichloromethane (Sigma Aldrich 99.9%) supporting electrolyte. Electrochemical analysis was performed for the solutions using a concentration of 2 mM of corresponding s-tetrazine derivative in supporting electrolyte, while for the spectroelectrochemical investigations a1 mM concentration was used.

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 141573-95-7, 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. 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Preparation Example V.13-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylic acidA mixture of ethyl 3-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylate (1.4 g, 52 mmol) and aqueous sodium hydroxide solution (10% strength, 3.1 g, 8 mmol) was stirred at 60 C. for 2 h. The reaction mixture was cooled to room temperature, and the pH was then adjusted to 1 using concentrated hydrochloric acid. The reaction mixture was cooled further to 0 C., resulting in the precipitation of a solid. The precipitated solid was filtered off, washed with cyclohexane and dried under reduced pressure. This gave 3-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylic acid as a solid (amount: 0.8 g; yield: 87%). 1H-NMR (DMSO-d6): delta=3.9 (s, 2H), 7.2 (t, 1H), 8.35 ppm (s, 1H).

The chemical industry reduces the impact on the environment during synthesis Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Synthetic Route of 79080-39-0, 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. 79080-39-0, name is 1-Methyl-1H-pyrazole-3-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: LiH (35 mg, 4.44 mmol) was added to a stirring glyme (20 mL) solution of arachno-4,6-C2B7H13 (500 mg, 4.44 mmol) under N2 at room temperature. The solution was monitored by NMR until ?95% complete. The solution was then filtered through a frit under N2 to remove excess LiH. A glyme solution of 2,3,4,5,6-pentafluorobenzonitrile (2.8 mL, 22.2 mmol in 20 mL glyme) was added via syringe. The reaction mixture was stirred at reflux for 12 h, then cooled and filtered through a frit under N2. The resulting Li+[6-C6F5-nido-5,6,9-C3B7H9-] was not isolated, but instead stored as a stock solution until use. The concentration of the solution and the yield (81%, 0.09M) were determined by integrating the resonances in the 11B NMR spectrum of a B10H14 sample of known concentration and comparing that value with the integrated value of the resonances of the stock solution.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazole-3-carbonitrile. I believe this compound will play a more active role in future production and life.

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. 1191616-45-1, name is 4-(4-Bromophenyl)-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 1191616-45-1

Compound 6c (1.5g, 5.0mmol), 4-(4-bromophenyl)-1-methyl-1H-pyrazole (1.2g, 5.0mmol), catalyst Pd(dba) 2 (144mg, 0.25mmol) , Tri-tert-butylphosphine (101mg, 0.5mmol), sodium tert-butoxide (576mg, 6.0mmol) were dissolved in toluene (50ml), heated to 100 and stirred for 12 hours, TLC detection reaction, direct concentration column chromatography separation 1.6 g of off-white solid was obtained with a yield of 69.3%.

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.

Synthetic Route of 5932-27-4, 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. 5932-27-4 name is Ethyl 1H-pyrazole-3-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.

Step 1:; To a solution of 1 H-pyrazole-3-carboxylic acid ethyl ester 9a (500 mg, 3.57 mmol) in DMF (6.5 mL) is added K2C03 (542 mg, 3.93 mmol, 1 .10 equiv), Nal (1 .07 g, 7.14 mmol, 2.00 equiv) and 1 -bromo-2-fluoroethane (928 mg, 7.14 mmol, 2.00 equiv). The reaction mixture is stirred at 100 C for 48 h in a closed vial. The reaction is quenched with HCI 1 N (pH ~5-6), water is added and the mixture is extracted with EtOAc (5x). The organics are washed with brine, dried with anhydrous MgS04, filtered and concentrated. The crude mixture containing the 2 regioisomers is purified by prep HPLC. The appropriate fractions are combined, frozen and lyophilized to give 9g.UPLC-MS: 186.8 (M+H)+ 1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.90 (d, 1 H, J = 2.4 Hz), 6.76 (d, 1 H, J = 2.4 Hz), 4.79 (dt, 2H, J = 47.3, 4.7 Hz), 4.53 (dt, 2H, J = 27.8, 4.7 Hz), 4.26 (q, 2H, J = 7.1 Hz), 1 .28 (t, 3H, J = 7.1 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Synthetic Route of 152120-54-2, 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. 152120-54-2 name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, 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.

General procedure: Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69). A mixture of Cbz-Orn(N-Boc)-Val-Sta-NH(CH2)2Ph (52) (65 mg, 0.090 mmol) and 4M HCl in dioxane was allowed to stir for 1 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain the crude residue as a on oil. The oil was dissolved in DCM (1 mL) and Et3N (6 muL, 0.043 mmol) was added. The solution was stirred vigorously for 5min. N,N?-bis-Boc-1-guanylpyrazole (13 mg, 0.042 mmol) was added and the solution was allowed to stir for 18 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain a crude residue. The crude residue was subjected to a silica chromatography gradient eluting from 100% DCM to 10% MeOH/DCM to obtain Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69) as a solid (46 mg, 53%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, and friends who are interested can also refer to it.