pyrazoles-derivatives

The chemical industry reduces the impact on the environment during synthesis 14521-80-3, name is 3-Bromo-1H-pyrazole, I believe this compound will play a more active role in future production and life. 14521-80-3

Step 1: 1-(2-(4-bromo-1H-pyrazol-1-yl)ethyl)pyrrolidin-2-one (162) To a solution of 3-bromopyrazole (5 g, 34 mmol), 1-(2-hydroxyethyl)pyrrolidin-2-one (5.75 g, 51 mmol), PPh3 (13.38 g, 51 mmol) in THF (100 mL) was added DEAD (8.89 g, 51 mmol) and the reaction mixture was stirred at RT overnight. The mixture was concentrated, co-evaporated with Et2O then dissolved in Et2O and cooled in a fridge for 3 hrs whereupon Ph3P=O precipitated out. The mixture was then filtered and concentrated to afford title compound 162 (8.78 g, 100% yield) which was used in the next step with no additional purification. MS (m/z) 259.12/261.12 (M+H).

The chemical industry reduces the impact on the environment during synthesis 14521-80-3. I believe this compound will play a more active role in future production and life.

4522-35-4, name is 3-Iodo-1H-pyrazole, 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. 4522-35-4

A solution of 3-iodo-lH-pyrazole (500 mg, 2.6 mmol) and ethylene carbonate (238 mg, 2.7 mmol) was formed in DMF (5 mL) and heated at 150C for 3 h. The mixture was allowed to cool then evaporated under vacuum to remove the solvent. Purification of the residue by FCC, eluting with a gradient of 0- 100% EtOAc in cyclohexane, gave crude title compound (444 mg, 72%). LCMS (Method 3): Rt 2.17 min, m/z 239 [MH+].

Statistics shows that 4522-35-4 is playing an increasingly important role. we look forward to future research findings about 3-Iodo-1H-pyrazole.

18048-64-1, 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. 18048-64-1, name is 1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5(4H)-one belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1.86 g (9.16 mmol) of [1- (3,] 4-dimethylphenyl) -3- methyl-3-pyrazolin-5-one was dissolved in 3.6 ml of dry dimethylformamide, and 1.02 ml (11.0 mmol) of phosphorus oxychloride was added gradually under cooling with ice at [20C] or below. After the addition, the mixture was heated at [100C] for 2 hours, cooled to room temperature and poured into 30 ml of ice-cold water. Then, the mixture was washed with 10 ml of water and 10 ml of dimethylformamide. The mixed solution was stirred for 18 hours, and the precipitated solid was collected by filtration, washed with 20 ml of water and dried to obtain 1.03 g of the desired product as a pale brown solid (yield 49%). [1H-NMR] (ppm in [CDC13)] [5] = 2.29 (s, 3H), 2.32 (s, 3H), 2.43 (s, 3H), 7.20 (d, 1H, J = 8 Hz), 7.48 (dd, [1H,] J = 8 Hz, 2 Hz), 7.54 (d, [1H, J =] 2 Hz), 9.60 (s, 1H)

The synthetic route of 1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

26621-44-3, 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 26621-44-3 as follows.

10.0 g (88.4 mmol) of 3-nitropyrazole and 14.4 g (97.2 mmol) of 2,3-dichloropyridine were initially charged in 50 ml of dimethylformamide, 23.9 g (173 mmol) of potassium carbonate were added and the reaction mixture was stirred at 125 C. for 18 hours. After cooling, the mixture was poured into water and the precipitated solid was filtered off. Recrystallization from isopropanol/water gave 18.1 g (90% of theory) of 3-chloro-2-(3-nitro-1H-pyrazol-1-yl)pyridine (log P: 1.83; MH+: 225.1; 1H-NMR (400 MHz, CD3CN, delta, ppm): 7.15 (s, 1H), 7.56 (d, 1H), 8.15 (d, 1H), 8.23 (d, 1H), 8.53 (m, 1H).

According to the analysis of related databases, 3-Nitro-1H-pyrazole, the application of this compound in the production field has become more and more popular.

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 83-10-3 as follows. 83-10-3

Step 8) N-(4-((7-hydroxy-6-methoxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide To a solution of 4-(4-aminophenoxy)-6-methoxyquinolin-7-ol (3.61 g, 12.8 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2.85 g, 12.27 mmol) in DMF (50 mL) was added EDCI (2.81 g, 14.66 mmol) and HOAT (0.33 g, 2.4 mmol). The reaction was stirred at 60 C. for 10 hours, cooled to room temperature and diluted with H2O (200 mL). The solid was collected by filtration and dried in vacuo at 60 C. overnight to give the title compound as a white solid (5.7 g, 89.9%). MS (ESI, pos. ion) m/z: 497.2 [M+1]. 1H NMR (400 MHz, DMSO-d6): delta 10.99 (s, 1H), 10.11 (s, 1H), 7.84-7.82 (d, J=8.76 Hz, 2H), 7.78-7.76 (d, J=7.64 Hz, 2H), 7.62-7.58 (t, J=7.84 Hz, 2H), 7.54-7.46 (m, 2H), 7.46-7.43 (m, 4H), 6.42 (s, 1H), 6.03-6.01 (d, J=7.68 Hz, 1H), 3.85 (s, 3H), 3.37 (s, 3H), 2.72 (s, 3H).

According to the analysis of related databases, 83-10-3, the application of this compound in the production field has become more and more popular.

16034-46-1, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1-methyl-1H-pyrazole-5-carboxylic acid (8.2 g, 64.9 mmol, 1.3 equiv) in DMF (200 mL) were added (3S)-6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydro-1-benzofuran-3-amine hydrochloride (14 g, 50.1 mmol, 1.0 equiv), HOAt (10.9 g, 79.9 mmol, 1.6 equiv), EDCI (15.4 g, 80.1 mmol, 1.6 equiv), and DIEA (32.3 g, 249.5 mmol, 5.0 equiv). The mixture was stirred at r.t. overnight and poured into DCM (200 mL) and water (200 mL). The aqueous layer was extracted with DCM (200 mL) five times. The combined organic layers were washed with saturated NH4Cl solution (200 mL) six times, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and triturated with ACN to give 12.2 g (69%) of (S)-N-(6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydrobenzofuran-3-yl)-1-methyl-1H-pyrazole-5-carboxamide (Compound 222) as a white solid. LRMS (ES) m/z 352 (M+H). 1H-NMR: (300 MHz, DMSO-d6, ppm) 9.12 (d, J = 7.6 Hz, 1H), 7.56 (dd, J = 7.8, 1.4 Hz, 1H), 7.51 (d, J = 7.8 Hz, 1H), 7.46 (d, J = 2.1 Hz, 1H), 7.38 (d, J = 1.3 Hz, 1H), 6.92 (d, J = 2.1 Hz, 1H), 5.82 (td, J = 8.3, 5.1 Hz, 1H), 4.85 (t, J = 9.4 Hz, 1H), 4.46 (dd, J = 9.7, 5.2 Hz, 1H), 4.10 (s, 3H), 2.41 (tt, J = 8.2, 4.8 Hz, 1H), 1.35- 1.25 (m, 2H), 1.25- 1.15 (m, 2H).

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5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 4-Nitrobenzyl bromide (46.3mmol) was dissolved in dichloromethane (100mL). The solution was added to the mixture of relative amine (47.0mmol) and triethylamine (70.3mmol) in dichloromethane (20ml). The reaction mixture was stirred at r. t. for 24 h and was extracted with dichloromethane (100ml¡Á3). After removal of the solvent, the residue was crystallized from ethanol, giving yellow powder. Compounds 1 and 2 were used for further reaction without purification. To a suspension of compounds 1?2 (36.2mmol) in 95percent ethanol (100ml), 85percent NH2NH2¡¤H2O (362mmol), 95percent ethanol (100ml) and iron (III) oxide hydroxide (FeO(OH)/C, 2.0g) were added and heated to reflux. When TLC analysis showed complete conversion of the starting material, the reaction mixture was filtrate through Cellit and the filtrate was concentrated in vacuum. The crude product was purified by silica gel colum chromatography (DCM/MeOH) to yield the title compound (3 and 4) as white solid. The mixture of compound 4 (1eq, 18.5mmol), 4-Nitro-1H-pyrazole-3-acid (1.1equiv, 20.4mmol), EDC (1.2equiv, 22.2mmol), HOBT (1.2equiv, 22.2mmol) in DMF (50ml) was stirred for 24h. The ice water (100ml) was added to the reaction mixture. A large amount of yellow solid precipitation (compound 8) was acquired. Compound 8 was used without further purification. Compounds 8 was reduced by the same process as compound 4, and then the resulting compound 12 was purified by column chromatography on silica gel, eluted with the appropriate solvent.

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5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 6 N-(4-((4-morpholinyl)methyl)phenyl)-4-nitro-1H-3-pyrazolecarboxamide (I-f) Crude I-d (7.5 g, 39.0 mmol), 4-nitro-1H-pyrazole-3-carboxylic acid (6.3 g, 40.1 mmol), EDC¡¤HCl (8.4 g, 44.0 mmol), HOBT (6.0 g, 44.4 mmol) and anhydrous DMF (100 ml) were added into a 250 mL round bottom flask, which was stirred for 24 hours at room temperature. The depletion of the starting materials was confirmed by TLC (methanol: chloroform = 1:20). The reaction mixture was poured into 200 mL ice water and a large amount of yellowish solid precipitation was acquired, which was allowed to stand and suction filtered to give yellow solid. The crude was recrystallized from the mixed solvents of ethyl acetate and methanol to give 11.6 g (I-f); Yield: 89.7%; mp: 208-210 C; MS [M+H]+332.4. 1H-NMR[300MHz, DMSO-d6]: delta2.4 (4H, t, J = 4.1 Hz, -NCH2-*2), 3.4 (2H, s, -CH2-), 3.6 (4H, t, J = 4.1 Hz, -OCH2-*2), 7.3 (2H, d, J = 8.4 Hz, ArH), 7.6 (2H, d, J = 8.4 Hz, ArH), 8.9 (1H, s, ArH), 10.7 (1H, s, -NHCO-), 14.2 (1H, s, Pyrazole).

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, 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 35344-95-7, 35344-95-7

lH-pyrazole-4-carbaldehyde (1.73 g, 18.00 mmol, 1.20 eq.) and Cs2C03 (9.78 g, 30.02 mmol, 2.00 eq.) were added to a solution of tert-butyl N-[3-(methanesulfonyloxy)cyclobutyl] carbamate (4 g, 15.08 mmol, 1.00 eq.) in DMF (100 mL). The resulting solution was stirred for 16 hours at 80 C and then diluted with 300 mL of water. The resulting solution was extracted with ethyl acetate (3×300 mL) and the organic layers combined. The resulting mixture was washed with brine (3×500 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by Flash with the following conditions: Column, C18 silica gel; mobile phase, X:H20 Y_ACN=70/30 increasing to X:H20 Y_ACN=20/80 within 30 min; Detector, UV 254 nm. The isomers were separated by Prep-SFC with the following conditions (Prep SFC80-2): Column, Chiralpak IB, 2*25cm, 5um; mobile phase, CO2 (80%), IPA (20%); Detector, UV 220nm. This resulted in 1.2 g (30%) of tert-butyl N-trans-3-(4- formyl-lH-pyrazol-l-yl)cyclobutyl] carbamate as a white solid.

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, 1H-Pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

139756-02-8, 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 139756-02-8 as follows.

Preparation 20: 4-(3, 4-Dimethoxyphenylcarboxamido)-1-methyl-3-propyl-lH-5-pyrazolecarboxamide A mixture of 4-amino-l-methyl-3-propyl-lH-5-pyrazolecarboxmide (19.57g, 107.5 mmol) and triethylamine (54.4g, 134.38 mmol) in dichloromethane (300 mL) were taken in a 1 liter 3 neck round bottom flask fitted with a nitrogen balloon, pressure equalizing addition funnel and a septum. To the mixture was added a solution of 3, 4-dimethoxy-1- benzenecarbonylchloride (21. 5g, 107. 5mmol) in dichloromethane (lOOmL) at 0 C through a pressure equalizing addition funnel over a period of 0.5 h under nitrogen atmosphere. The reaction temperature was raised to 25 C after addition and the contents were stirred for another 12 h. Dichloromethane was removed from the reaction mixture under reduced pressure and the solid obtained was washed with cold water (2 x 150 mL), filtered and dried under vacuum to get the title compound 33g, (89 %) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 139756-02-8, and friends who are interested can also refer to it.