Category: pyrazoles-derivatives

660845-30-7, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde, 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. Recommanded Product: 660845-30-7

Step 1 : preparation of of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid (Ilia)In a 500 ml flask, 6.0 g (31 mmol) of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carbaldehyde are added to 30 ml of toluene. A solution of 2.4 g (62 mmol) of sodium hydroxide in 6ml of water is added to the reaction mixture, followed by 103 ml of a 30% solution of hydrogen peroxide in water, whilst keeping the temperature below 37C. After the end of the addition, the reaction mixture is stirred at 50C for 7 hours. Once the reaction mixture is back to room temperature, the two phases are separated and the organic phase is extracted with 100 ml of water. The combined aqueous phases are acidified to pH 2 with aqueous hydrochloric acid. The resulting white precipitate is filtered, washed twice with 20 ml of water, and dried to yield 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 (hydrogen bond).

The synthetic route of 660845-30-7 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 57012-20-1, name is (1,3-Dimethyl-1H-pyrazol-5-yl)methanol, molecular formula is C6H10N2O, 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 (1,3-Dimethyl-1H-pyrazol-5-yl)methanol

71 a) To a stirring solution of (2,5-dimethyl-2H-pyrazol-3-yl)-methanol (100 mg, 0.79 mmol) in diethyl ether (3 mL) is added PBr3 (25 muL, 0.26 mmol). The reaction is stirred at room temperature for 18 hours, then water is added. The diethyl ether layer is separated and stored over solid NaOH and used in Step 71 b without further characterization. 71b) BEMP (137 pL, 0.47 mmol) is added to a solution of (2-methyl-1H-pyrrolo[2,3- b]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 mL). After 35 minutes, the diethyl ether layer from Step 71 a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1:1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H- pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester; MH+ = 313.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57012-20-1, its application will become more common.

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. 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, A new synthetic method of this compound is introduced below., Computed Properties of C5H9N3

A mixture of 334 5,7-dibromo-1-isopropyl-3-methyl-1H-pyrazolo[4,3-b]pyridine (0.3 g, 0.9 mmol), 722 (1-methyl-1H-pyrazol-3-yl)methanamine (120 mg, 1.08 mmol) and 133 CsF (274 mg, 1.80 mmol) in NMP (8 mL) was stirred at 100 C. for 12 hours. The mixture was poured into water (20 mL), the aqueous phase was extracted with ethyl acetate (10 mL¡Á3).The combined organic phase was washed with brine (10 mL¡Á1), dried with anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (silica gel, petroleum ether/ethyl acetate=1/0, 1/1) to afford 768 5-bromo-1-isopropyl-3-methyl-N-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-pyrazolo[4,3-b]pyridin-7-amine. A mixture of 768 5-bromo-1-isopropyl-3-methyl-N-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-pyrazolo[4,3-b]pyridin-7-amine (30 mg, 0.083 mmol), 770 (3-ethoxypyridin-4-yl)boronic acid (28 mg, 0.17 mmol), Pd(dppf)Cl2 (6 mg, 0.008 mmol), 54 K2CO3 (23 mg, 0.17 mmol) and 136 dioxane (1.5 mL) in 99 H2O (1.5 mL) was stirred at 100 C. for 2 hours. The mixture was concentrated. The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=1/0 to 0:1) and preparative HPLC to afford the 771 title compound. (0891) 1H NMR (CD3CN 400 MHz): delta=8.39 (s, 1H), 8.26 (d, J=4.8 Hz, 1H), 7.74 (d, J=4.8 Hz, 1H), 7.41 (d, J=2.4 Hz, 1H), 7.19 (s, 1H), 6.20 (d, J=2.4 Hz, 1H), 5.71 (brt, J=5.2 Hz, 1H), 5.04-4.94 (m, 1H), 4.50 (d, J=5.2 Hz, 2H), 4.19 (q, J=7.2 Hz, 2H), 3.80 (s, 3H), 2.50 (s, 3H), 1.54 (d, J=6.8 Hz, 6H), 1.35 (t, J=6.8 Hz, 3H). LC-MS: tR=1.71 minutes (Method L), m/z=406.1 [M+H]+.

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.

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. 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H4ClN3O2

Nitrogen was bubbled through a solution of 3-chloro-2-methyl-4-nitro-pyrazole (16 g, 100 mmol), potassium vinyltrifluoroborate (18 g, 134 mmol) and cesium carbonate (3.7 M in water, 50 mL, 190 mmol) in DMF (100 mL). l,l’-Bis(diphenylphosphino)ferrocene- palladium(II)dichloride dichloromethane complex (900 mg, 1.10 mmol) was added and degassing continued for 30 min. The reaction mixture was heated at 110 C for 18 hr. More l, -bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (900 mg, 1.10 mmol) was added and heating continued for 24 hr. More 1,1′- bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (400 mg, 0.49 mmol) was added and heating continued for 4 hr. The reaction was cooled to room temperature and brine (200 mL) and EtOAc (500 mL) were added. The organic layer was washed with water (4 x 300 mL), separated, dried over Na2S04 and concentrated under reduced pressure. Purification via silica gel column chromatography (0-40% EtOAc/isohexane) gave l-methyl-4-nitro-5-vinyl-lH-pyrazole as a colourless solid (9.1 g). Through a solution of this solid (9.1 g, 59 mmol) in DCM (400 mL) cooled to -78 C was bubbled ozone. When the solution turned blue, ozone addition was stopped. Nitrogen was passed through the solution until the blue colour was discharged. The mixture was allowed to warm to room temperature and flushed with nitrogen for 15 min. Anhydrous dimethyl sulfide (5 mL) was added and the mixture warmed to room temperature. After stirring for 12 hr, the solvents were removed under reduced pressure. DCM (150 mL) was added and the mixture was washed with water (50 mL). The aqueous layer was extracted with DCM (3 x 100 mL) and the combined organic layers were washed with brine (100 mL), separated, dried over Na2S04 and concentrated to give 2-methyl-4-nitro-pyrazole-3-carbaldehyde as a yellow- orange solid (6.6 g, 43% over two steps). NMR (400 MHz, CDC13) delta 10.51 (s, 1H), 8.11 (s, 1H), 4.23 (s, 3H).

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 42098-25-9.

Reference of 70951-85-8,Some common heterocyclic compound, 70951-85-8, name is 4-Bromo-1-(tert-butyl)-1H-pyrazole, molecular formula is C7H11BrN2, 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 an oven dried, N2-flushed, small round bottom flask was added 4-bromo-1-(tert-butyl)-1H-pyrazole (0.396 g, 1.95 mmol). The flask was sealed and purged with nitrogen. 5 mL anhydrous THF was added and the reaction was cooled to -78 C. n-Butyl lithium (0.93 mL, 2.24 mmol) was added and the reaction was stirred at -78 C. for 30 minutes. 2-(4-cyclohexyl-3,4-dimethyl-2,5-dioxoimidazolidin-1-yl)acetaldehyde (112b) (0.446 g, 1.77 mmol) in 3 mL was then added to the flask at -78 C. The reaction was stirred for 2 hours at -78 C. and quenched with water. The mixture was extracted with ethyl acetate (3¡Á10 mL). The combined organics were dried with Na2SO4. The solvent was evaporated, and the residue was purified by column chromatography utilizing a Silicycle column (12 g) and elution with 20-100% ethyl acetate/hexane to afford 200 mg (50%) of product as an off white solid.

The synthetic route of 70951-85-8 has been constantly updated, and we look forward to future research findings.

Related Products of 152120-54-2, 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 152120-54-2 as follows.

Compound 48 (200 mg), N,N?-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (11) (420 mg) and diisopropylethylamine (0.12 mL) were dissolved in THF (4 mL). The mixture was stirred at room temperature for 12 h and then evaporated in vacuo. The residue was purified with silica gel chromatography (5% CHCl3/MeOH) to give tert-butyl {(E)-({4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}amino)[(tert-butoxycarbonyl)amino]methylene}carbamate (307 mg, 99%). tert-Butyl {(E)-({4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}amino)[(tert-butoxycarbonyl)amino]methylene}carbamate (228 mg) was dissolved in 4 M HCl/ dioxane (5 mL). The mixture was stirred at room temperature overnight and then evaporated in vacuo. The residue was triturated with AcOEt to give 49 (183 mg, 106%) as a white solid. 1H NMR (DMSO-d6) delta 2.16 (3H, s), 2.67 (4H, br s), 2.82-2.94 (4H, m), 3.14 (3H, s), 7.12 (2H, d, J = 8.4 Hz), 7.20 (2H, d, J = 8.4 Hz), 7.43 (2H, d, J = 8.4 Hz), 7.82 (2H, d, J = 8.4 Hz), 9.87 (1H, s), 11.97 (1H, s); FAB MS m/e (M+H)+ 486; HRMS calcd for C23H28N5O3S2 (M+H)+: 486.1634, found: 486.1633.

According to the analysis of related databases, 152120-54-2, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1280210-79-8, 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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

2D (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 mL)Cooled to 0 C,60% sodium hydride (1.0 g, 25.4 mmol) was added,After reaction for 30 minutes, methylsulfonyl chloride (2.9 g, 25.4 mmol) was added and reacted for 1 hour.The reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether / Ethyl acetate (v / v) = 1: 1) to give 2E as a white solid (2.1 g, yield 44%).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate. I believe this compound will play a more active role in future production and life.

Electric Literature of 104599-37-3, The chemical industry reduces the impact on the environment during synthesis 104599-37-3, name is 3,4-Dibromo-5-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

This intermediate, 3,4-dibromo-5-nitro-1H-pyrazole (69 g) was reduced by refluxing with Stannous chloride, dihydrate (135 g) in Ethyl acetate (600 mL) and Ethanol (300 mL) at 110 C. for 45 minutes. The yellow homogenous reaction solution was cooled to room temperature and slowly poured over a vigorously stirring solution of sodium bicarbonate (33 g) in water (200 mL) and ethyl acetate (800 mL). To the resultant slurry was added Celite (30 g), and this slurry was filtered through a bed of Celite. The filter cake was washed with additional ethyl acetate (600 mL). The organic solution was then washed with brine (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to give the crude product as an orange oil. The crude product was then purified by flash column chromatography (Biotage, Quad 25; Eluent: 6% EtOH in methylene chloride). This afforded the title compound as a light beige solid (13.2 g, 32%). 1HNMR (400 MHz, DMSO-d6) delta: 5.20, (m, 3H), 11.60, (br s, 1H).

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, 3,4-Dibromo-5-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 36650-74-5,Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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.

Example 60. Synthesis of 2-(4-(3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-lH- pyrazol-l-yl)-5-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-2-yl)-3-fluorobenzonitrile, 1-60 Synthesis of compound 60.2. To a mixture of 60.1 (0.14g, 1.50mmol, 1.0 eq) and aminoalcohol (0.20g, 2.25 mmol, 1.5eq) was added ZnCl2 (0.041g, 0.30mmol, 0.2 eq) and stirred at 95 C under microwave irradiation for 4 h. Upon completion of the reaction, mixture was quenched with water. Resulting mixture was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain pure 60.2 (0.10 g, 41.6%). MS(ES): m/z 166.2 [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 1H-Pyrazole-3-carbonitrile, its application will become more common.

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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 120068-79-3

Example E4 5-Amino-3-cyano-4-(cyclohex-1-enyl)-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole A solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole (1 g, the compound of Reference Example 1 from EP 295,117) and cyclohexanone (1.6 ml) in acetic acid (5 ml) was stirred and heated at 120 C. overnight under an atmosphere of nitrogen. The cooled reaction mixture was diluted with water and extracted with ethyl acetate and then ether. The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution, then water. After drying (MgSO4), evaporation gave the crude product which was purified by column chromatography on silica gel (50 g) eluted with dichloromethane:hexane (1:2), then dichloromethane:hexane (1:1). Combination and evaporation of appropriate fractions provided the title compound as a white solid m.p. 175-7 C. 1H-NMR (CDCl3) delta: 1.7 (m, 2H), 1.8 (m,2H), 2,2 (m, 2H), 2.45 (m, 2H), 3.74 (s, 2H), 5.9 (s, 1H), 7.78 (s, 2H) Microanalysis-found: C, 50.75, H. 3.07, N, 13.68%; C17H13Cl2F3N4 requires C,50.89, H, 3.27, N, 13.96%

The synthetic route of 120068-79-3 has been constantly updated, and we look forward to future research findings.