Tag: M.W:100-200

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Safety of 4-Nitro-1H-pyrazole

At 0 C,Concentrated sulfuric acid (50 ml)Was slowly added to the pyrazole (14 g)Concentrated nitric acid (9.2 ml) was then slowly added to the mixture, and the reaction was stirred at 60 C for 1.5 hours.After completion of the reaction, the reaction solution was slowly added to an appropriate amount of ice water, and the resulting white solid was separated by filtration, and the resulting solid was allowed to dry in air,The filtrate was extracted with ethyl acetate (30 ml x 3)The organic phase liquid was then rotary evaporated and dried, and finally the two parts of the solid were combined to give the compound 1a,1a (6 mmol) was dissolved in dry DMF (6 ml)Then, K2CO3 (9 mmol), methyl iodide (12 mmol),The reaction was stirred at room temperature for 16 hours.After completion of the reaction, the reaction solution was extracted with water and ethyl acetate (25 ml x 3)The organic phase was then removed with anhydrous magnesium sulfate.Finally, the organic phase was evaporated under vacuum to dryness to give a crude product,And purified by silica gel column chromatography to obtain Compound 2a.Compound 2a (2 mmol) was dissolved in absolute ethanol (5 ml)Then, palladium carbon (0.04 g) was added successively thereto,Hydrazine hydrate (1 ml), and the reaction solution was stirred at 80 C for 10 minutes.After completion of the reaction, the reaction solution was filtered to remove palladium carbon, and the filtrate was evaporated to dryness under reduced pressure in vacuo to give Compound 3a.Bromoacetic acid (2 mmol) was dissolved in dichloromethane (15 ml), and HOBt (2 mmol) was added thereto successively,EDC (2 mmol), and the reaction solution was stirred at room temperature for 30 minutes,The resulting 3a was then added and the reaction was stirred at room temperature for 12 hours.After completion of the reaction, the reaction solution was extracted with water and dichloromethane (30 ml x 3)Finally, the organic phase liquid was evaporated to dryness and the resulting crude product was purified by silica gel column chromatography to obtain Compound 4a.The resulting compound 4a, indole (2 mmol), NaH (2.4 mmol) was added to dry DMF (10 mL)The reaction solution was stirred at room temperature for 12 hours, and then quenched by adding saturated brine to the reaction.The resulting reaction mixture was extracted with saturated brine and ethyl acetate (30 mL x 3)The organic phase was then removed with anhydrous magnesium sulfate.Finally, the organic phase was evaporated under vacuum to dryness to give a crude product,And purified by silica gel column chromatography to obtain the final compound 5a to give a red solid powder in a yield of 60%

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 2075-46-9, A common heterocyclic compound, 2075-46-9, name is 4-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.

[0223j To a mixture of 4-nitro-1H-pyrazole (113 mg, 1 mmol, 1.0 eq) in CH3CN (5 mL), 1-bromo-2-methoxyethane (138 mg, 1 mmol, 1.0 equiv) and K2C03 (276 mg, 2 mmol, 2.0 equiv) was added. The mixture was stirred at 80 C for 4 h. After diluted with EtOAc (100 mL), the mixture was washed with water (50 mL x 2). The organic layer was concentrated and purified by silica gel column (petroleum ether/EtOAc = 10 : 1) to give 1-(2-methoxyethyl)-4-nitro-1H- pyrazole (170 mg, yield: 100%) as a colorless oil. ESI-MS (M+H): 172.1. ?H NMR (400 MHz, CDC13) (5: 8.23 (s, 1H), 8.07 (s, 1H), 4.31 (t, J= 5.2 Hz, 2H), 3.74 (t, J= 5.2 Hz, 2H), 3.35 (s, 3H).

The synthetic route of 2075-46-9 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. 4522-35-4, name is 3-Iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

INTERMEDIATE 6 3-Iodo-l-(4-(methylsulfonyl)phenyl)-lH-pyrazole To a solution of 3-iodopyrazole (0.7 g, 3.61 mmol) in DMSO (18.0 mL) was added sodium hydride (60% disp. in oil, 0.173 g, 4.33 mmol) and the resulting mixture was stirred for 0.5 h before adding 4-methylsulfoylfluorobenzene (0.629 g, 3.61 mmol). The reaction mixture was stirred at 90 C for 3 h. The reaction was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flas chromatography (ISCO, 40 g, 0-60 % EtOAc in hexanes) to afford 3-iodo-l-(4-(methylsulfonyl)phenyl)-lH-pyrazole, as a white solid. LCMS calc. = 348.94; found = 348.92 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.03 (dd, J= 8.7, 1.7 Hz, 2 H); 7.89 (dd, J= 8.7, 1.7 Hz, 2 H); 7.84 (d, J= 2.6 Hz, 1 H); 6.69 (d, J= 2.6 Hz, 1 H); 3.09 (s, 3 H).

The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 2075-46-9, 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. 2075-46-9, name is 4-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 4-nitro-1H-pyrazole (2 g, 17.7 mmol) inacetonitrile (15 mL) was added potassium carbonate (2.7 g, 19.5 mmol)and iodomethane (2.76 g, 19.5 mmol). The reaction mixture was stirredat reflux temperature for 6 h. And it was evaporated to dryness. Thecrude mass was purified by silica gel column chromatography (PE:EA=10:1) to afford compound 15c (2.2 g, 98%) as a white solid. MS(ESI) m/z 128 [M+H]+.

The synthetic route of 4-Nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Electric Literature of 20154-03-4,Some common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, 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: The considered 3-trifluoromethylpyrazole (68 mmol) was dissolved in 50percent aqueous sulfuric acid (20 mL). This was cooled to 0 ¡ãC and N-iodosuccinimide (18.5 g, 82 mmol) was added. The suspension was stirred 10 min at 0 ¡ãC and then stirred, 3 h for 1e and two days for 1f, at room temperature. This was dispersed in water (500 mL) and stirred overnight. The precipitate was filtered, washed with water and redispersed in boiling water (400 mL), a small amount of sodium disulfite was added and the suspension was left to cool, filtered again and dried under vacuum to yield compound 2e or 2f as described below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Trifluoromethyl)-1H-pyrazole, 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. 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Formula: C5H6N2O

To a solution of triethyl phosphonoacetate (26.9 g) in tetrahydrofuran (200 ml) was added sodium hydride (60% dispersion in mineral oil, 4.8 G) by portions under ice- cooling. The mixture was stirred at the same temperature for 1 hour. To the reaction mixture was added 1-METHYL-LH-PYRAZOLE- 5-carbaldehyde (33.0 g) in tetrahydrofuran (165 ml) at room temperature, and the mixture was stirred at the same temperature for 1.5 hours. To the resulting solution was added 10% aqueous potassium hydrogen sulfate solution. The mixture was extracted with ethyl acetate twice. The combined organic layers were washed with saturated sodium hydrogen carbonate solution and brine. The extract was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to give ethyl (2E)-3-(1-METHYL-LH-PYRAZOL-5-YL)-2-PROPENOATE (33.4 g) as an oil. IR (neat) 2981,2943, 1713,1703, 1180,781 CM~1. H-NMR (DMSO-d6) 8 1. 26 (3H, t, J = 7.1 Hz), 3.88 (3H, s), 4.20 (2H, q, JAZZ 7.1 Hz), 6.54 (1H, d, J = 15.8 Hz), 6.88 (1H, d, J = 1.8 Hz), 7.45 (1H, d, J = 1.8 Hz), 7.60 (1H, d, J = 15.8 Hz). MS (APCI) 181 (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.

These common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, 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. Computed Properties of C3H3IN2

Example 2: 4-((?)-2-(l-((2/?,3i?)-3-(2,4-Difluorophenyl)-3-hydroxy-4- (l/T-l,2,4-triazol-l-yl)butan-2-yl)-lflr-pyrazol-4-yl)vinyl)benzonitrileStep 1 : l-(l-Ethoxyethyl)-4-iodo-l//-pyrazole; 4-1OdO-IiZ-PyTaZoIe (3.Og) was suspended in benzene (15OmL) and the suspension was heated while stirring. Ethyl vinyl ether (4.4mL) was added thereto, concentrated HCl was added dropwise thereto, and the resulting mixture was stirred at 60 C for 3 hours. After completion of the reaction, the resulting mixture was concentrated by evaporation under a reduced pressure, and the residue was neutralized using aqueous saturated sodium hydrogen carbonate (1OmL). The resulting mixture was extracted with ethyl acetate (5OmL) and the extract was washed successively with distilled water (10OmL). The organic layer was dried over anhydrous magnesium sulfate and concentrated by evaporation under a reduced pressure. The resulting residue was purified by silica gel chromatography to obtain the title compound as a transparent yellow liquid (3.Og, yield 73%). 1H NMR (CDCl3): delta 7.54(s, IH), 7.41(s, IH), 5.40(q, IH, /=6.0 Hz), 3.38-3.18(m, 2H), 1.54(d, 3H, /=6.0 Hz), 1.05(t, 3H, /=7.1 Hz).

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

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. 133228-21-4, name is N,N-Dimethyl-1H-pyrazole-1-sulfonamide, This compound has unique chemical properties. The synthetic route is as follows., name: N,N-Dimethyl-1H-pyrazole-1-sulfonamide

To a solution [OF N-DIMETHYLSULFAMOYLPYRAZOLE] (44.0 g, 0.251 mol) in dry tetrahydrofuran (500 mL) at-78 C was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature [BELOW-60 C.] A thick solid formed during the addition. Upon completion of the addition the reaction mixture was maintained for an additional 15 minutes, after which time a solution of 1,2-dibromo- tetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintaining the temperature below-70 [C.] The reaction mixture turned a clear orange; stirring was continued for an additional 15 [MINUTES. THE-78 C] bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4x), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride-hexane (50: 50) as eluent to afford the title product as a clear colorless oil (57.04 g). 1H NMR [(CDC13)] [8] 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m, 1H).

According to the analysis of related databases, 133228-21-4, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 92933-47-6, name is 5-Isopropyl-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. name: 5-Isopropyl-1H-pyrazole-3-carboxylic acid

Step 4 (R)-3-bromo-l-(1-(3-isopropyl-IH-pyrazole-5-earbonyl)pyrrolidin-3-yl)pyridin-2(lII)-onemixture of (R)-3-bromo-1-(pyrrolidin-3-yl)pyridin-2(1J])-one (3 g, 12.34 mmol), 3-isopropyl- 11-1-pyrazole-5-carboxylic acid (2.1 g, 13.58 mmol), HATU (5.6 g, 14.8 Immol) and DIEA (6.5837.02 mmol) in DMF (30 rnL) was stirred at room temperature for 12 hrs. The mixture wasdiluted with EtOAc (60 mL), washed with brine (60 mL x 2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The crude residue was purified by preparative TLC (DCM: MeOH = 50: 1) to afford the desired product (1.6 g, 34% yield) as a light yellow solid. LCMS M/Z (M+Na) = 402.8.

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

Reference of 5334-39-4, 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 5334-39-4 as follows.

: To a solution of l-ethyi-5-hydroxy-piperidin-2-one (530 mg, 3.70 mmol), 3-methyl-4-nitro-lH-pyrazole (706 mg, 5.55 mmol) and PPrn (i ,46 g, 5.55 mmol) in THF (20 mL) was added dropwise DIAD (1.12 g, 5.55 mmol ) at 0 C over 20 min. After addition, the mixture was stirred at this temperature for 40 min, and then the resulting mixture was stirred at 20 C for 1 1 h. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 5: 1 to 0: 1) to give a mixture of l-ethyl-5-(5-methyl-4-nitro-lH-pyrazol-l- yi)piperidin-2~one and l~ethyl-5-(3~methyl-4-nitro-lH~pyrazol-l~yl)piperidin~2-one as a yellow solid. LCMS: RT 0.881 min, m/z = 253.1 [M+H]+

According to the analysis of related databases, 5334-39-4, the application of this compound in the production field has become more and more popular.