Category: pyrazoles-derivatives

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. 26621-44-3, name is 3-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H3N3O2

To a stirred solution of 3-nitro-lH-pyrazole 94 (5.0 g, 44.24 mmol) in acetonitrile (50 mL) was added K2CO3 (12 g, 88.49 mmol) followed by 2-bromoethan-l-ol (5.4 g, 44.24 mmol) and the reaction mixture was stirred at 90 C for 16 h. Progress of the reaction was monitored by LC-MS. Volatiles were removed under reduced pressure and the crude residue thus obtained was diluted with ethyl acetate (150 mL) and water (100 mL). Organic layer was separated off and aqueous layer was further extracted with ethyl acetate (100 mL x 2). (1695) Combined organic layer was dried over sodium sulphate and evaporated under reduced pressure to get the crude residue which was purified by silica gel column chromatography (100-200 mesh) using 30% EtOAc in hexanes to afford 95 (4 g, 58%) as a pale yellow viscous oil. 1H NMR (400 MHz, DMSO-d6) delta 3.78 (q, J=5.38 Hz, 2H), 4.27 (t, 5.14J H=z, 2H), 5.00 (t, J5=.38 Hz, 1H), 7.03 (d, 2J.4=5 Hz, 1H), 7.99 (d, 2.45J H=z, 1H).

According to the analysis of related databases, 26621-44-3, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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. Safety of 1-Methyl-1H-pyrazol-3-amine

A solution of 1 -methyl-1 -/-pyrazol-3-amine (2 g, 20.6 mmol,) in AcOH (50 mL) was treated with 2,5-hexane dione (4.9 g, 43.29 mmol) at ambient temperature under nitrogen atmosphere. The resulting reaction mixture was heated to 100 ¡ãC for 1 h then stirred at ambient temperature for 5 h. The reaction mixture was concentrated under reduced pressure and azeotroped with toluene. The crude product was purified by column chromatography on silica gel using 10percent EtOAc- hexanes eluent to give 3-(2,5-dimethyl-1 H-pyrrol-1 -yl)-1 -methyl-1 H-pyrazole as a liquid (2.5 g, 69percent). 1 H NMR (300 MHz, CDCI3): delta = 7.39 (d, J = 2.1 Hz, 1 H), 6.15 (d, J = 2.4 Hz, 1 H), 5.84 (s, 2H), 3.92 (s, 3H), 2.10 (s, 6H).

The synthetic route of 1-Methyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 33064-36-7, name is 1H-Pyrazole-3-carboxamide, 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. Recommanded Product: 33064-36-7

General procedure: Following the amide intermediate Preparation Example A. The reaction vessel is closed (when the amide intermediate has a boiling point at normal pressure equal to or lower than the reaction temperature TB described below) or the reaction vessel is kept open (when the amide intermediate has a boiling point higher than the normal pressure When the reaction temperature is TB), the stirring is continued (600 r/min), the reaction temperature is changed to TB, and after the reaction temperature TB is maintained for TD hours, the reaction is almost complete. Then, the reaction vessel was sealed and connected to a vacuum pump so that the degree of vacuum in the reaction vessel reached 20-50 mbar (according to the type of nitrile product) and the distillate was used as the nitrile product. The yield of the nitrile product was calculated and sampled for nuclear magnetic proteomics and elemental analysis to characterize the nitrile product obtained. Specific reaction conditions and characterization results are shown in Tables A-7, A-8, A-9, A-10 and A-11 below. These characterization results show that the nitrile product obtained has an extremely high purity (above 99%).In these nitrile product preparation examples, 10 g of diphosphorus pentoxide was optionally added to the reaction vessel as a catalyst at the start of the reaction.

The synthetic route of 1H-Pyrazole-3-carboxamide has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole, 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 92525-10-5, name: 3-Iodo-1-methyl-1H-pyrazole

Into a 50-mL vial purged and maintained with an inert atmosphere of nitrogen, 3- iodo-1-methyl-1H-pyrazole (500 mg, 2.40 mmol) was dissolved in acetonitrile (10 mL). Then methyl prop-2-enoate (2.07 g, 24.03 mmol), palladium diacetate (108 mg, 0.48 mmol), tri-ortho- tolylphosphine (292 mg, 0.96 mmol) and triethylamine (1.216 g, 12.02 mmol) were added. The resulting solution was stirred for 2 h at 80oC under nitrogen atmosphere. The reaction mixture was cooled and concentrated under vacuum. The residue was subjected to purification by FCC eluting with ethyl acetate/petroleum ether (1:1). This afforded the title compound (130 mg, 33%) as a yellow oil. MS: (ES, m/z): 167[M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference of 3112-31-0, 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. 3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

The deionized water (3 mL) was slowly dropped over the mixturesolution containing Cu(NO3)23H2O (0.2 mmol, 48 mg) andpyrazine (0.2 mmol, 16 mg) in water and DMF (4 mL, 1:1 v/v) in15 mL of glass vial. Then, the solution of pyrazole-3,5-dicarboxylicacid (0.2 mmol, 35 mg) in deionized water and ethanol (5 mL,1:1 v/v) was carefully layered over the mixture layer. Then, the vialwas sealed and allowed to stand undisturbed at room temperature. The blue crystals of 1 were obtained after 2 days. Yield: 16 mg(34percent) based on copper salt. Anal. Calcd for Cu3C14H20N6O15: C,23.92; H, 2.87; N, 11.95. Found: C, 24.40; H, 2.80; N, 11.73percent. FTIRpeaks (KBr, cm-1): 3367br (m(OH)), 1622s (mas(OCO)), 1609s (m(CN)), 1509m, 1423w, 1395m (ms(OCO)), 1341s, 1330s, 1297s,1157w, 1127w, 1100w, 1063w, 1028w, 1017w, 930w, 828w,797w. UV-vis (diffuse reflectance, cm-1): 14049.

The chemical industry reduces the impact on the environment during synthesis 1H-Pyrazole-3,5-dicarboxylic acid. I believe this compound will play a more active role in future production and life.

Reference of 1152582-56-3, These common heterocyclic compound, 1152582-56-3, name is 2-(1-Methyl-1H-pyrazol-4-yl)acetic 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.

To a suspension of 6-(3-methylimidazol-4-yl)isoquinolin-3-amine (XLVIII) (100 mg, 0.45 mmol), 2-(1-methylpyrazol-4-yl)acetic acid (XLIX (purchased from Enamine) (75 mg, 0.54 mmol), DMAP (27.2 mg, 0.22 mmol) and HATU (203.5 mg, 0.54 mmol) in DMF (5 mL) was added DIPEA (0.19 mL, 1.1 mmol). The resulting mixture was stirred at 80 C. for 1.5 h. The reaction mixture was cooled to room temperature and poured into water. The resulting solid was filtered and purified by silica gel chromatography (0?10% MeOH/CHCl3). The fractions containing the product were concentrated. The product was further purified by HPLC (0?35% MeCN/water) and the fractions containing the product concentrated, re-dissolved in MeOH and filtered through bicarbonate resin. The filtrate was concentrated and triturated in ether, filtered and dried under high vacuo to afford N-(6-(1-methyl-1H-imidazol-5-yl)isoquinolin-3-yl)-2-(1-methyl-1H-pyrazol-4-yl)acetamide 47 as a white solid (20.0 mg, 0.058 mmol, 12.9% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 3.59 (2H, s), 3.79 (3H, s), 3.82 (3H, s), 7.30 (1H, d, J=0.82 Hz), 7.36 (1H, s), 7.61 (1H, s), 7.67 (1H, dd, J=8.51, 1.65 Hz), 7.79 (1H, s), 7.99 (1H, s), 8.09 (1H, d, J=8.51 Hz), 8.50 (1H, s), 9.13 (1H, s), 10.66 (1H, s); ESIMS found for C19H18N6O m/z 347.2 (M+1).

The synthetic route of 1152582-56-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 10199-68-5, name is 4-Phenyl-1H-pyrazole, 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 10199-68-5, name: 4-Phenyl-1H-pyrazole

General procedure: To a solution of 4-aryl-1H-pyrazole or 1H-pyrazole (1.25 mmol) in dimethyl sulfoxide(DMSO) (1.5 mL), solid potassium tert-butoxide (1.38 mmol) was added, the mixture was stirred at room temperature for 15 min, then a solution of N-(2-(dimethylamino)ethyl)-4-bromonaphthalimide 2 (1.31 mmol) in DMSO (0.5 mL) was added through a syringe. The mixture washeated to 72 C and kept at this temperature for 1.5 h. Then the mixture was cooled to room temperature and quenched with ice water (10 mL), the precipitate was collected by filtration and oven-dried in vacuum. The crude pruduct was further purified by recrystallization from ethanol to give pure products 4a-4l in excellent yields.

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, 4-Phenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 4149-06-8,Some common heterocyclic compound, 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, molecular formula is C9H9N3O, 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.

General procedure: To a mixture of 3-amino-1-phenyl-2-pyrazolin-5-one 1 (0.35 g, 2 mmol), dimedone 2 (0.28 g, 2 mmol), and aldehyde 3 (2 mmol) in 15 mL ethanol, 0.14 g (0.004 mol %) H3PW12O40 was added. The reaction mixture was refluxed at 80 C for the time reported in Table 1. Reaction progress was monitored by TLC using EtOAc-hexane (60:40) as eluent. After reaction completion, 50 mL cold water was added to the reaction mixture. The crude product was recrystallized using methanol to obtain the pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, its application will become more common.

Synthetic Route of 82668-50-6,Some common heterocyclic compound, 82668-50-6, name is Ethyl 2-(3-Pyrazolyl)acetate, molecular formula is C7H10N2O2, 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.

Ethyl 2-(1H-pyrazol-3-yl)acetate (180 mg, 1.17 mmol), caesium carbonate (762 mg, 2.34 mmol) and N,N-dimethylformamide (2 mL) were added in a 25 mL single-neck flask. After cooling in an ice bath, methyl iodide (332 mg, 2.34 mmol) was added dropwise, and the reaction was continued for 2 hours in an ice bath. After completion of the reaction monitored by TLC, water (20 mL) was added. Then mixture was extracted with ethyl acetate (3?10 mL), and the organic layers were combined and dried over anhydrous sodium sulfate. Solvent was removed in vacuo to afford a mixture of ethyl 2-(1-methyl-1H-pyrazol-3-yl)acetate and ethyl 2-(1-methyl-1H-pyrazol-5-yl)acetate (yellow oil, 136 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-(3-Pyrazolyl)acetate, its application will become more common.

Related Products of 138786-86-4, These common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-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.

A solution of methyl 4-nitro-lH-pyrazole-3 -carboxylate (54.Og, 315.6 mmol), phenylboronic acid (77.Og, 631.2 mmol), copper(JJ) acetate (86.Og, 473.4 mmol) and pyridine (49.9g,631.2 mmol) in methylene chloride (600 mL) was stirred at ambient temperature open to air for 48 hours. The reaction was evaporated in vacuo, diluted with 1 L of methylene chloride and filtered through a large plug of silica (washing with 2 L methylene chloride). The solvent was evaporated in vacuo to give methyl 4-nitro-l -phenyl- lH-pyrazole-3 -carboxylate confirmed by 1HNMR (CDCl3) delta 8.61 (s, IH), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H). A solution of methyl 4-nitro-l-phenyl-lH-pyrazole-3-carboxylate (78.1 g, 315.9 mmol) in THF (600 mL) was treated with 4M potassium hydroxide (79mL, 316 mmol) dropwise and the solution was stirred at ambient temperature for 16 hours. The reaction was evaporated in vacuo and acidified with 6M HCl. After addition of water (500 mL) the solids were filtered off and dried to give 4- nitro-1 -phenyl- lH-pyrazole-3-carboxylic acid as a grayish solid confirmed by 1H NMR (CD3OD) delta 9.37 (bs, IH), 7.88 (m, 2H), 7.59 (m, 2H), 7.44 (m, IH).A solution of 4-nitro-l-phenyl-lH-pyrazole-3-carboxylic acid (20.0 g, 85.8 mmol), triethylamine (36.0 mL, 257.3 mmol), and diphenylphosphoryl azide (37.8 g, 137.2 mmol) in dioxane (400 mL) and tert-butanol (200 mL) was heated to reflux for 16 hours. The reaction was evaporated to dryness in vacuo, diluted with methylene chloride (400 mL) and treated with trifluoroacetic acid (128 g, 857.7 mmol). The solution was stirred at ambient temperature for 16 hours. The reaction was evaporated in vacuo and the resulting oil diluted with hexanes (750 mL), ethyl acetate (150 mL) and methylene chloride (100 mL). The solids were filtered, washed with above solvent system (hexanes: ethyl acetate;methylene chloride 75:15:10), and dried to give the 4-nitro-l -phenyl- lH-pyrazol- 3-amine product as a yellow solid confirmed by 1H NMR (CDCl3) delta 8.43 (s, IH), 7.62 (m, 2H), 7.48 (m, 2H), 7.37 (m, IH).A mixture of the nicotinic acid (159 mg, 0.447 mmol) and BOP (233 mg, 0.528 mmol) in DMF (1.5 mL) was stirred vigorously for 1 hour at room temperature and then a mixture of 4-nitro-l- phenyl-lH-pyrazol-3-amine (83 mg, 0.406 mmol) and NaH (49 mg, 2.03 mmol) in DMF (1.5 mL) was added dropwise. After 12 hours of stirring at room temperature the reaction mixture was filtered over Celite, concentrated and purified by flash chromatography (10-80% EtOAc/hexanes). Formation of the pyrazolyl nitro-nicotinamide was confirmed by MS (ESI+): cal’d [M+H]+ 542.2, exp. 542.2. To a solution of the pyrazolyl nitro-nicotinamide in MeOH (3 mL) was added PtO2 (5 mg, 0.02 mmol). After 30 minutes of stirring at room temperature under an atmosphere OfH2, the reaction mixture was filtered over Celite, concentrated, and purified by reverse-phase chromatography (15-75% MeCNTH2O with 0.05% TFA) to give the desired pyrazolyl nicotinamide after the standard sat’d aq. NaHCO3 wash confirmed by:1HNMR (600 MHz, CD3OD) delta 8.78 (d, J = 2.1 Hz, IH), 8.42 (s, IH), 8.19 (dd, J = 9.1 Hz, 2.1 Hz, IH), 7.77 (d, J = 7.9 Hz, 2H), 7.49 (t, J = 7.9 Hz, 2H), 7.41-7.28 (m, 6H), 6.91 (d, J = 9.4 Hz, IH), 5.17-5.11 (m, 2H), 4.44-4.37 (m, IH), 4.28-4.22 (m, 2H), 4.00 (d, J = 13.5 Hz, IH), 3.43 (dd, J = 13.5, 3.5 Hz, IH), 3.37 (t, J = 10.8 Hz, IH), 3.23- 3.16 (m, IH), 1.18 (d, J = 6.5 Hz, 3H); MS (ESI+): cal’d [M+H]+ 512.2, exp. 512.2.

The synthetic route of 138786-86-4 has been constantly updated, and we look forward to future research findings.