Day: March 17, 2021

Reference of 277299-70-4, A common heterocyclic compound, 277299-70-4, name is 2-(3,4-Dimethylphenyl)-5-methyl-1H-pyrazol-3(2H)-one, molecular formula is C12H14N2O, 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.

200 ml of 2 mol/L hydrochloric acid was added to the reaction vessel.750ml of ethanol,50 g (0.26 mol) of 2-amino-6-bromophenol,Stir well,Cool down to 0 ~ 10 C,Slowly add sodium nitrite solution [18g (0.26mol) sodium nitrite dissolved in 50ml water],Temperature control does not exceed 10 C,Completion of the dropwise addition, the reaction at 5 ~ 10 1.5 ~ 2h,The reaction solution was allowed to rise to room temperature.Add triethylamine to adjust the pH of the reaction solution to 7-8.Further, 54 g (0.26 mol) of the compound of the formula (III) is added.The reaction was continued at 20 to 30 C for 2 hours.At the end of the reaction, the pH of the reaction solution was adjusted to 1-2 with 2 mol/L hydrochloric acid, the solid was precipitated, filtered, and the filter cake was washed with a mixture of ethanol/water (1:1), and the filter cake was dried under vacuum at 45 C.A dark red solid was obtained in 104.5 g (IV), yield 98%, and purity 99.562%.

The synthetic route of 277299-70-4 has been constantly updated, and we look forward to future research findings.

Application of 187998-35-2, These common heterocyclic compound, 187998-35-2, name is 1-(4-Chlorophenyl)-5-methyl-1H-pyrazole-4-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 l-(4-chloro-phenyl)-5-methyl-lH-pyrazole-4-carboxylic acid (1.5 g, 6.3 mmol) in thionyl chloride (18 rnL) is warmed to reflux for 1 hour. After cooling to room temperature, the reaction mixture is concentrated in vacuo to afford l-(4-chloro-phenyl)- 5-methyl-lH-pyrazole-4-carbonyl chloride as a tan solid (1.6 g, 100 %) which is used without further purification.

The synthetic route of 187998-35-2 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. 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C14H19N3

To a suspension of CDI (973 mg, 6.0To a suspension of CDI (973 mg, 6.00 mmol) in dry DCM (10.0 mL) under N2 was added Intermediate A1 (1.38 g, 6.00 mmol) as a solid, in four equal portions, over 10 min and the resulting solution maintained at RT for 16 hr. An aliquot of this solution (247 muL, 0.148 mmol) was added to a suspension of Intermediate J3 (50 mg, 0.16 mmol) in dry DCM (5.0 mL) and the reaction mixture kept at RT for 5 hr. The resulting suspension was diluted with DCM (5.0 mL) and the solid was collected by filtration and then suspended in water (5.0 mL) and sonicated for 3 min. The solid was collected by filtration, washed with water (2¡Á2.5 mL) and dried in vacuo at 45 C. for 16 hr to afford the title compound, Example 21, as a white solid (70 mg, 74%); Rt 4.67 min (Method 1 basic); m/z 579 (M+H)+ (ES+); 1H NMR (400 MHz, DMSO-d6) delta: 1.27 (9H, s), 2.39 (3H, s), 2.72 (3H, d), 5.31 (2H, s), 6.35 (1H, s), 7.08 (1H, dd), 7.20 (1H, d), 7.36 (2H, m), 7.43-7.45 (3H, overlapping m), 7.60 (1H, dd), 7.64 (1H, d), 8.14 (1H, br s), 8.19 (1H, d), 8.27 (1H, dd), 8.58 (1H, br s), 8.89 (1H, br s), 8.92 (1H, dd), 9.33 (1H, br s).0 mmol) in dry DCM (10.0 mL) under N2 was added Intermediate A1 (1.38 g, 6.00 mmol) as a solid, in four equal portions, over 10 min and the resulting solution maintained at RT for 16 hr. An aliquot of this solution (247 muL, 0.148 mmol) was added to a suspension of Intermediate J3 (50 mg, 0.16 mmol) in dry DCM (5.0 mL) and the reaction mixture kept at RT for 5 hr. The resulting suspension was diluted with DCM (5.0 mL) and the solid was collected by filtration and then suspended in water (5.0 mL) and sonicated for 3 min. The solid was collected by filtration, washed with water (2¡Á2.5 mL) and dried in vacuo at 45 C. for 16 hr to afford the title compound, Example 21, as a white solid (70 mg, 74%); Rt 4.67 min (Method 1 basic); m/z 579 (M+H)+ (ES+); 1H NMR (400 MHz, DMSO-d6) delta: 1.27 (9H, s), 2.39 (3H, s), 2.72 (3H, d), 5.31 (2H, s), 6.35 (1H, s), 7.08 (1H, dd), 7.20 (1H, d), 7.36 (2H, m), 7.43-7.45 (3H, overlapping m), 7.60 (1H, dd), 7.64 (1H, d), 8.14 (1H, br s), 8.19 (1H, d), 8.27 (1H, dd), 8.58 (1H, br s), 8.89 (1H, br s), 8.92 (1H, dd), 9.33 (1H, br s).

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 285984-25-0.

Application of 37718-11-9, 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. 37718-11-9, name is 1H-Pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 6.1. 1 -(tetrahydro-2H-pyran-2-yl)-1 H-pyrazole-4-carboxylic acid To a suspension of 1 /-/-pyrazole-4-carboxylic acid (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHC03 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50C to give 61.2 g of a white powder (yield: 70%). LCMS (Method D): MH+ = 197.1 , RT = 0.60 min

The synthetic route of 1H-Pyrazole-4-carboxylic acid 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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3N3

To a solution of crude reactant SB-FF (50.7 mg, 0.122 mmol, theoretical amount) in anhydrous THF (1.5 mL) was added 4-cyanopyrazole (22.7 mg, 0.244 mmol) followed by potassium carbonate (33.7 mg, 0.244 mmol). The solution was stirred at 25 C overnight. Then the solution was diluted with ethyl acetate (100 mL). The resulting solution was washed with brine (2×50 mL), dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by reverse phase prep-HPLC to afford desired product (14.2 mg, 0.0332 mmol, two steps overall yield=27%) as white solid. 1HNMR (400 MHz, CDC13) 5(ppm): 7.85 (s, 1H), 7.81 (s, 1H), 5.03- 4.87 (m, 2H), 4.62-4.50 (m, 1H), 2.63-2.62 (m, 1H), 2.30-2.20 (m, 1H), 2.05-1.95 (m, 2H), 1.90- 1.60 (m, 6H), 1.50-1.20 (m, 15H), 0.70 (s, 3H). 19FNMR (376 MHz, CDCI3) 5(ppm): -193.13. LCMS: rt = 2.13 mm, m/z = 428.0 [M+H]+

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 31108-57-3.

Synthetic Route of 39806-90-1,Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

Dissolve 4-iodo-1-methyl-1H-pyrazole (1.37g, 6.59mmol) in THF (40mL), then add cuprous iodide (75mg, 0.198mmol) andBistriphenylphosphine palladium dichloride (140mg, 0.198mmol), replacing nitrogen three times, under nitrogen protection, slowly add diethylamine (7.5mL, 72.5mmol) and trimethylsilylacetylene (1.9mL, 13.2mmol, 0.69 g / mL).The reaction was stirred at room temperature for 20h.After the reaction was completed, saturated brine (100 mL) was added, extracted with ethyl acetate (50 mL ¡Á 3), the organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was concentrated.Separation and purification by silica gel column chromatography (PE / EtOAc (v / v) = 20/1) to obtain 684 mg of light yellow liquid, yield: 58.2%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1-methyl-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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Pyrazole-4-carbonitrile

To a solution of II-D4a (180 mg, 0.4 mmol) in acetone (5 mL) were added K2C03 (116 mg, 0.8 mmol) and lH-pyrazole-4-carbonitrile (78.7 mg, 0.8 mmol) at 25C. The reaction mixture was stirred for 12 hours at 25C. The reaction mixture was added into saturated NH4Cl (30 mL) and the aqueous layer was extracted with EtOAc (3 x 20 mL). The combined organic layer was washed with saturated brine (50 mL), dried over anhydrous Na2S0 , filtered and concentrated to give product. The residue was purified by flash column (10-20% of EtOAc in PE) to afford the product. The product was purified by prep-HPLC to afford II-D5a (59.6 mg, 32%) as a solid. (2696) 1H NMR (400 MHz, CDCl3) dH 7.85 (s, 1H), 7.81 (s, 1H), 4.95 (dd, J= 18.0, 49.6 Hz, 2H), 2.59 (t, J= 8.8 Hz, 1H), 2.25-2.13 (m, 1H), 2.07-2.01 (m, 1H), 1.92-1.82 (m, 1H), 1.80-1.60 (m, 7H), 1.55-1.12 (m, 15H), 1.05-0.90 (m, 2H), 0.85-0.75 (m, 4H), 0.65 (s, 3H); ELSD purity, 99%; MS ESI calcd. for C27H40N3O2 [M+H]+ 438, found 438

The synthetic route of 31108-57-3 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. 400755-41-1, name is 3-Methoxy-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H5N3O3

To a suspension of 3-methoxy-4-nitro-1H-pyrazole (2.00 g, 14.0 mmol, 1.00 eq), (R)-1-methyl-pyrrolidin-3-ol (1.56 g, 15.4 mmol, 1.10 eq), and polystyrene bound triphenylphosphine (6.53 g, 19.6 mmol, 1.40 eq, 3 mmol/gram) in THF (140 mL) was added a solution of di-tert-butyl azodicarboxylate (4.51 g, 19.6 mmol, 1.40 eq) in THF (25 mL) in a drop-wise manner over 5 min. The reaction mixture was allowed to stir for 18 hr. The reaction mixture was then diluted with EtOAc (100 mL), filtered and the filtrate concentrated. The crude reaction mixture was purified via flash chromatography on silica gel eluting with a gradient of 50-100% EtOAc in heptane then to 10% 7 N methanolic ammonia/EtOAc to give the title compound (2.39 g, 80% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.69 (s, 1H), 4.84-4.72 (m, 1H), 3.94 (s, 3H), 2.86-2.75 (m, 2H), 2.72 (dd, J=7.0, 10.0 Hz, 1H), 2.40 (dt, J=6.2, 8.4 Hz, 1H), 2.36-2.29 (m, 1H), 2.28 (s, 3H), 2.16-2.06 (m, 1H). m/z (APCI+) for C9H15N4O3 227.2 (M+H)+

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 400755-41-1.

Adding a certain compound to certain chemical reactions, such as: 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, 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 37687-24-4, SDS of cas: 37687-24-4

A solution of aminoacetaldehyde dimethyl acetal (0.23 mL, 2.12 mmol). in THF (dry) was cooled at 0C and a solution of trimethylaluminium (1.06 mL, 2.12 mmol) was added drop wise to the cold reaction mixture under nitrogen. The reaction mixture was allowed to warm to room temperature over 15 minutes. The reaction mixture was cooled again to 0C and treated with a solution of diethyl pyrazole-3,5-dicarboxylate 2a (300 mg, 1.41 mmol) in THF (dry) under nitrogen over a period of 15-20 minutes. The resulting reaction mixture was warmed to room temperature and stirred for 2 h. The excess trimethylaluminium was quenched by addition of methanol carefully; when the effervescence was ceased, it was filtered and washed with excess of 10% MeOH in DCM (25 mL). The filtrate was collected and evaporated under reduced pressure to dryness. The resulting crude material was purified by column chromatography (Silica gel 100-200 mesh size, 4% MeOH in DCM) to give compound 10 (285 mg, 50%). MS (ES+) m/z: 272. 1H NMR (DMSO-d6): delta 14.15-14.56 (s, 1H), 8.14-8.87 (m, 1H), 7.10-7.51 (m, 1H), 4.50 (t, J=5.40 Hz, 1H), 4.30 (q, J=7.03 Hz, 2H), 3.34-3.37 (m, 2H), 3.28 (s, 6H), 1.31 (t, J=7.03 Hz, 3H).

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Application of 141573-95-7, 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 141573-95-7 as follows.

To a solution of 2.93 g (14.3 mmol, 1.00 eq) DFMMP and 3.00 g (17.3 mmol, 1.20 eq) 2-(bi(cyclopropan)-2-yl)benzenamine in 20 mL dry dioxane, 10.0 ml (72.2 mmol, 5.40 eq) triethylamine was added, followed by 7.20 g (57.1 mmol, 4.00 eq) A1C13 which was added in one portion. After stirring the reaction mixture for 1 h, it was cooled with ice and quenched with water. The aqueous phase was extracted twice with ethyl acetate, the combined organic layers were washed with water and brine, dried over Na2S04 and the solvent removed under reduced pressure. The crude product was purified by column chromatography (MTBEJ to yield (4.1 g, 85 %) Sedaxane. HPLC: t, = 10.9 min + 11.4 min (trans +cis 62:38); HPLC/MS: tr = 12.7 min [M+H]+ 332; tr = 13.3 min [M+H]+ 332; NMR (500 MHz, CDC13) delta (ppm) = 8.46 (s, br, 0.35H), 8.08 (s, br, 0.65H), 8.26 (d, 3J = 8.2 Hz, 0.35H), 8.07 (d, 3J = 8.1 Hz, 0.65H), 7.98 (d, 3J = 6.3 Hz, 1H), 7.27-7.20 (m, 1H), 7.09-7.04 (m, 2H), 7.02-6.80 (m, 1H), 3.95 (s, 1H), 3.94 (s, 2H), 1.98-1.93 (m, 0.35H), 1.66-1.62 (m, 0.65H), 1.17-1.13 (m, 0.65H), 1.07-1.02 (m, 0.35H), 0.97-0.87 (m, 1H), 0.80-077 (m, 1H), 0.71-0.67 (m, 0.65H), 0.42-0.38 (m, 1.35H), 0.30-0.25 (m. 0.35H), 0.21-0.11 (m, 1.65H), 0.07-0.01 (m, 1H).

According to the analysis of related databases, 141573-95-7, the application of this compound in the production field has become more and more popular.