Category: pyrazoles-derivatives

Reference of 26621-44-3, A common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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 mixture of 3-nitro-1H-pyrazole (5 g, 44.22 mmol, 1 eq) in DMF (50 mL) was added NaH (2.12 g, 53.06 mmol, 60 wt.% in mineral oil, 1.2 eq) at 0 C. The reaction mixture was stirred at 0 C for 0.5 hour. Then 2,2-dimethyloxirane (3.51 g, 48.64 mmol, 1.1 eq) was added into the above mixture at 0 C. The resulting mixture was warmed to 25 C and stirred at 25 C for 1 hour. The reaction mixture was quenched by addition of H2O (100 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with brine (2 x 30 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound (3.7 g, crude) as yellow oil, which was used directly in the next step.1H NMR (400 MHz, CDCl3): d 7.60 (dd, 1 H), 6.93 (d, 1 H), 4.21 (s, 2 H) and 1.27 (s, 6 H). One exchangable proton not observed.LCMS: m/z 208.1 (M+Na)+(ES+)

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, 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. COA of Formula: C15H12N2

To a flame dried flask was added 3,5-diphenylpyrazole (0.21 g, 0.95 mmol), Selectfluor (0.76 g, 2.1 mmol), and dried, ground molecular sieves (3 A) (0.5 g) followed by dry acetonitrile (distilled from CaH2 and stored over molecular sieves) (3 mL) and the mixture was heated at 80 C (oil bath temp) under N2 for 40 min. The dark yellow solution was then diluted with EtOAc and filtered. The filtrate was evaporated onto silica gel and subjected to flash chromatography on silica gel using 10:1 hexanes/EtOAc as eluent to give first difluoropyrazole 2 (0.19 g, 74% yield) and then the hydrated difluoropyrazole 3 (0.054 g, 20% yield) as yellow solids. The products were recrystallized from hexanes (2) or cyclohexane (3) to give analytical samples as pale yellow crystals. Data for 4,4-difluoro-3,5-diphenyl-4H-pyrazole (2): mp 91.2-91.8 C. IR (ATR): 3071, 3054, 1594, 1582, 1556, 1497, 1447, 1379, 1353, 1339, 1220, 1101, 1021, 872, 777, 720, 698, 681 cm-1. 1H NMR (300 MHz, DMSO-d6): 8.05 (d, J = 7.5 Hz, 4H), 7.74-7.64 (m, 6H). 13C NMR (75 MHz, DMSO-d6): 161.8 (t, J = 22.7 Hz), 133.8 (s), 129.9 (s), 127.8 (s), 125.7 (t, J = 265.9 Hz), 124.7 (s). 19F NMR (282 MHz, DMSO-d6): -116.4 (s). Anal. calcd for C15H10F2N2: C, 70.30; H, 3.93; N, 10.93; found: C, 70.41; H, 4.02; N, 10.82. Data for 4,4-difluoro-3,5-diphenyl-4,5-dihydro-1H-pyrazol-5-ol (3): mp 105.6-106.3 C. IR (ATR): 3354, 3238 (broad), 1593, 1571, 1491, 1332, 1449, 1238, 1136, 1068, 1050, 1016, 964, 889, 778, 688, 656, 635 cm-1. 1H NMR (300 MHz, DMSO-d6): 8.77 (s, 1H), 7.69 (d, J = 7.2 Hz, 2H), 7.59-7.56 (m, 2H), 7.48-7.40 (m, 6H), 7.31 (s, 1H). 13C NMR (75 MHz, acetone-d6): 143.9 (dd, J = 22.5 Hz, 24.0 Hz), 136.8 (d, J = 2.3 Hz), 134.2 (s), 130.1 (s), 129.8 (s), 129.6 (s), 128.9 (s), 128.2 (d, J = 1.6 Hz), 126.2 (d, J = 1.6 Hz), 125.3 (dd, J = 251.7 Hz, 261.9 Hz), 92.9 (dd, J = 20.8 Hz, 32.4 Hz). 19F NMR (282 MHz, DMSO-d6): -103.4 (d, J = 259 Hz), -122.7 (d, J = 259 Hz). Anal. calcd for C15H12F2N2O: C, 65.68; H, 4.41; N, 10.21; found: C, 65.58; H, 4.39; N, 10.23.

The synthetic route of 3,5-Diphenyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

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 578008-32-9 as follows. Quality Control of tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate

A mixture of tert-butyl ((1R,3s,55)-3-((7-chloro- 1 ,6-naphthyridin-5-yl)amino)-8- azabicyclo[3.2.ljoctane-8-carboxylate (30 g, 77 mmol), tert-butyl 3-amino-5-methyl-1H- pyrazole-1-carboxylate (19.78 g, 100 mmol), Cs2CO3 (50.3 g, 154 mmol), PdXPhos(1.517 g, 1.93 mmol) and XPhos (0.919 g, 1.93 mmol) was degassed with nitrogen 3 times, and then 1,4-dioxane (300 mL) was added. The reaction mixture was degassed with nitrogen 5 times, heated to reflux, stirred for 16 h, and cooled to 75 C. Water (90 mL) was added and the reaction mixture was heated to reflux and stirred at reflux for48 h. Water (210 mL) was added slowly and the reaction mixture was stirred at RT fort 1 h, and filtered. The filter cake was washed with 1:1 dioxane:water (50 mL) and dried at 50 C under vacuum overnight to give crude title intermediate (35.34 g).The crude product was dissolved in DMF (173 mL). SiliaMetS thiol functionalized silica (8.65 g) was added and the reaction mixture was stirred for 45 mm at80 C, cooled to RT, filtered, and rinsed with DMF (35 mL). To the filtrate was added water (346 mL) dropwise and seeds from a previous preparation by the same procedure. The reaction mixture stirred at RT for 6 h, filtered, washed with water (35 mL) and dried at 50 C under vacuum to give the title intermediate (33.6 g, 97 % yield). HPLC Method 3 Retention time 16.89 mm

According to the analysis of related databases, 578008-32-9, the application of this compound in the production field has become more and more popular.

Related Products of 63680-90-0, 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. 63680-90-0, name is 3-Chloro-1H-pyrazol-4-amine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

10022] A 100 mE, 3-neck flask was charged with 3-chloro-1H-pyrazol-4-amine hydrochloride (5.00 g, 32.5 mmol), tetrahydrofuran (25 mE) and water (25 mE). The resulting suspension was cooled to 5C. and sodium bicarbonate (10.9 g, 130 mmol) was added, followed by dropwise addition of3-((3,3,3,-trifluoropropyl)thio)propanoyl chloride (7.52 g,34.1 mmol) at <5 C. The reaction was stirred at <10 C. for1 hour, at which point thin layer chromatography analysis (Eluent: 1:1 ethyl acetate/hexane) indicated the starting material was consumed and the desired product was formed. The reaction mixture was diluted with ethyl acetate (25 mE) and water (25 mE). The layers were separated and the aqueous layer was extracted with ethyl acetate (3x25 mE). The organic layers were combined and concentrated to dryness. The residue was suspended in 2:1 methyl tert-butylether/heptanes (30 mE), stirred for 1 hour and filtered. The solid was rinsed with 2:1 methyl tert-butylether/heptanes (20 mE) and further dried under vacuum at room temperature (about 22 C.) to afford a white solid (7.80 g, 80%): mp 83-85 C.; ?H NMR (400 MHz, DMSO-d5) oe 12.90 (s, 1H), 9.59 (s, 1H), 8.02 (s, 1H), 2.82 (t, J=7.2 Hz, 2H), 2.76-2.69 (m, 2H), 2.66 (t, J=7.1 Hz, 2H), 2.62-2.48 (m, 2H); ?3C NMR (101 MHz, DMSO-d5) oe 168.97, 129.95, 126.60 (q, J=277.4 Hz), 123.42, 116.60, 35.23,33.45 (q, J=27.3 Hz), 26.85, 23.03 (q, J=3.4 Hz); ElMS mlz301 ([M]j. The chemical industry reduces the impact on the environment during synthesis 3-Chloro-1H-pyrazol-4-amine hydrochloride. I believe this compound will play a more active role in future production and life.

Application of 5071-61-4, These common heterocyclic compound, 5071-61-4, name is 5-Phenyl-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 acid 4 (0.09 g, 0.47 mmol) in dry DMF (2 mL) treated sequentially with amine (5a-i, 6a-e and 7a-h; 0.517 mmol)and triethylamine (0.94 mmol) was stirred under a N2 atmosphere for 15 min, later TBTU (0.56 mmol) was added and reaction mixture refluxed for 4-10 h. The reaction mixture was quenched with aq satd NH4Cl solution (10 mL). After 10 min, it was diluted withCHCl3 (2 10 mL) and washed with water (10 mL), NaHCO3 solution(10 mL) and brine (10 mL). The organic layers were dried over anhydrous sodium sulfate, evaporated and the residue purified by column chromatography using 30% ethyl acetate in pet. ether to afford corresponding amides 8a-i, 9a-e and 10a-h.

Statistics shows that 5-Phenyl-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5071-61-4.

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. 89179-62-4, name is 1-Methyl-1H-pyrazole-3-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-1H-pyrazole-3-carboxamide

Description 30; (1-Methvl-pvrazole-3-methanamine) A solution of Description 29 (0.08g) in anhydrous tetrahydrofuran (5ml) was treated with a 1 M solution of borane/tetrahydrofuran complex in tetrahydrofuran (3. 5mi) and the mixture was heated at 65¡ãC for 18hrs. On cooling the mixture was cautiously quenched by dropwise addition of methanol followed by 2N hydrochloric acid. The solvents were removed by evaporation, and the residue was made basic with triethylamine and concentrated in vacuo. The mixture was dissolved in a small volume of methanol applied onto a sulphonic acid SCX ion exchange cartridge (10g), eluting with methanol followed by 10percent 0. 880 ammonia in methanol. The basic fraction was evaporated in vacuo to give the title compound (0.054g) as a colourless oil which also contained-10percent of 1 H- pyrazole-3-methanamine [CAS No. 37599-58-9]. 1H nmr (D4MeOH), No. 3. 84 (2H, s, CH2) ; 3. 86 (3H, s, Me); 6.28 (1H , m, Ar); 7.53 (1H, m, Ar).

According to the analysis of related databases, 89179-62-4, the application of this compound in the production field has become more and more popular.

Synthetic Route of 17635-45-9, These common heterocyclic compound, 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, 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.

Compound 11-a (79 mg, 0.50 mmol) and compound 5 (70 mg, 0.17 mmol) were dissolved in n-butanol (2 mL), p-toluene sulfonic acid monohydrate (95 mg, 0.50 mmol) was added. The mixture was heated to 110¡ã C. and stirred for 16 hours. After cooled to room temperature, the mixture was stirred for further 30 minutes, and there was solid precipitated. After filtration, the solid was purified by preparation HPLC (mobile phase:acetonitrile, water (0.05percent trifluoroacetic acid); gradient: 60percent-90percent-10percent) to give yellow solid T-11 (31 mg, yield: 34percent). LC-MS (ESI): m/z=546 [M+H]+. (0169) 1H-NMR (400 MHz, CDCl3) delta: 8.49 (s, 1H), 8.40 (s, 1H), 7.94 (d, J=6 Hz, 1H), 7.91 (d, J=2 Hz, 1H), 7.84 (d, J=9 Hz, 2H), 7.687.73 (m, 3H), 7.40 (d, J=6 Hz, 2H), 6.47 (t, J=2 Hz, 1H), 4.65 (d, J=9 Hz, 2H), 4.26 (d, J=9 Hz, 2H), 3.43 (s, 2H), 3.10 (q, J=6 Hz, 2H), 1.43 (t, J=6 Hz, 3H) ppm

Statistics shows that 4-Pyrazol-1-yl-phenylamine is playing an increasingly important role. we look forward to future research findings about 17635-45-9.

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. 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5071-61-4

A solution of acid 4 (0.09 g, 0.47 mmol) in dry DMF (2 mL) treated sequentially with amine (5a-i, 6a-e and 7a-h; 0.517 mmol)and triethylamine (0.94 mmol) was stirred under a N2 atmosphere for 15 min, later TBTU (0.56 mmol) was added and reaction mixture refluxed for 4-10 h. The reaction mixture was quenched with aq satd NH4Cl solution (10 mL). After 10 min, it was diluted withCHCl3 (2 10 mL) and washed with water (10 mL), NaHCO3 solution(10 mL) and brine (10 mL). The organic layers were dried over anhydrous sodium sulfate, evaporated and the residue purified by column chromatography using 30% ethyl acetate in pet. ether to afford corresponding amides 8a-i, 9a-e and 10a-h.

The synthetic route of 5071-61-4 has been constantly updated, and we look forward to future research findings.

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. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H7N3

General procedure: A solution of beta-bromovinyl aldehyde 1 (1.0 mmol), aminopyrazole 2 (1.0 mmol), Pd(OAc)2 (5molpercent), PPh3 (10 molpercent) and K2CO3(1.2 mmol) in DMF (1.0 mL) was irradiated in a closed vessel in a Synthos 3000 microwave reactor at 700 Watt (120 oC and 14 bar) for 20 minutes. After completion of the reaction, the reaction mixture was treated with water (30 mL) and then extracted with ethylacetate (30 x 3 mL). The organic portion was washed with water, dried over anhydrous sodium sulfate and the solvent was removed in vacuo to obtain a crude product which on silica gel column chromatographic purification using EtOAc/hexane as the eluent afforded compounds 3a-l.

The synthetic route of 31230-17-8 has been constantly updated, and we look forward to future research findings.

Reference of 42027-81-6, 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. 42027-81-6 name is 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, 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.

Palladium 10% on carbon (0.2 g) was added to a solution of compound 20-c (1.1 g, 7 mmol) in ethanol (20 mL) under hydrogen gas atmosphere (1 atm). The mixture was reacted at 25 C. for 16 hours, filtered and the filtrate was concentrated under reduced pressure to give 20-b as a red oil (740 mg, yield 83%), which was directly used for the next step without purification. LC-MS (ESI): m/z=128[M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, and friends who are interested can also refer to it.