Tag: M.W:100-200

Reference of 112758-40-4, These common heterocyclic compound, 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde, 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 mixture of 3 -methyl- lH-pyrazole-4-carbaldehyde (5 g, 45.41 mmol), potassium carbonate (9.41 g, 68.11 mmol), 2,3-difluorobenzonitrile (6.06 mL, 54.5 mmol) and dimethylformamide (50 mL) is stirred at 100C for 5 hr. and then at room temperature overnight. Water is added and a precipitated is formed. The precipitate is filtered. The aqueous solution filtered is extracted in ethyl acetate. Organic layer is washed with brine, dried over magnesium sulfate and solvent is evaporated. Both the solid precipitated and the solid recovered from organic layer after evaporation are combined and 10.4 g of the title compound is obtained and used with no further purification (the title compound is contaminated with the other pyrazole regioisomer in a ratio 90: 10). MS (m/z): 230 (M+l).

The synthetic route of 112758-40-4 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 57012-20-1 as follows. Recommanded Product: 57012-20-1

Example 253; 4-{1-[(1,3-dimethyl-1H-pyrazol-5-yl)methyl]-3,5-dimethyl-1H-pyrazol-4-yl}benzonitrile A resin reagent (PS-triphenylphosphine) (about 220 mg) was charged in a polypropylene tube equipped with a filter ?cap, and preconditioned therein. Then, a solution (0.42 mol/L, 0.643 mL) of (1,3-dimethyl-1H-pyrazol-5-yl)methanol in THF and a solution (0.28 mol/L, 0.643 mL) of 2-chloro-4-(3,5-dimethyl-1H-pyrazol-4-yl)benzonitrile synthesized in Reference Example in THF were added and the mixture was stirred. A solution (0.70 mol/L, 0.643 mL) of di-tert-butyl azodicarboxylate in THF was added and the mixture was stirred at room temperature for 24 hr. The resin reagent was removed by filtering and washing the reaction mixture. The filtrate was concentrated. The residue was applied to reversed-phase preparative HPLC (Gilson, UniPoint system, YMC ODS column 30¡Á75 mm, 0.1% TFA containing acetonitrile-water (5:95-100:0)) and the eluted fraction was concentrated under reduced pressure, and obtained residue was further purified by silica gel column chromatography (50-100% ethyl acetate/hexane) to give the title compound (17.8 mg).MS (ESI+, m/e) 306 (M+1)1H-NMR (DMSO-d6) delta: 2.07 (3H, s), 2.16 (3H, s), 2.29 (3H, s), 3.79 (3H, s), 5.32 (2H, s), 5.87 (1H, s), 7.49 (2H, d), 7.86 (2H, d).

According to the analysis of related databases, 57012-20-1, the application of this compound in the production field has become more and more popular.

Synthetic Route of 3994-50-1, 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. 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

A par flask was charged with 1-methyl-4-nitro-1H-pyrazole 15 (5.3 g, 41.0 mmol) and methanol (70 mL) followed by addition of Pd-C (50% w/w, 2.70 g). The flask was evacuated under vacuum and then purged with hydrogen. The reaction was stirred under hydrogen atmosphere (30 psi). The reaction was monitored by TLC. It was then filtered through sintered funnel with a pad of celite, washed with methanol and concentrated under reduced pressure to afford precursor-05 as a brown colored gummy solid (4.0 g, 99% yield) that was used as such for the next step without any further purification. ?H NMR (400 MHz, CDC13): 6 7.12 (s, 1H), 6.97 (s, IH), 3.78 (s, 3H), 2.87 (br s, 2H).

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-4-nitro-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference of 92534-69-5, 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. 92534-69-5 name is 1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid, 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.

A solution of 1-methyl-4-nitro-1H-pyrazole-5-carboxylic acid (1.03 g, 6 mmol), EtBr (3 mL) and K2CO3 (1.66 g, 12 mmol) in DMF (30 mL) was stirred for 1 hour at 60 oC. Then it was poured into water and extracted with EA(3x) to give desired compound as a light yellow solid. (995 mg, 83 %). ESI-MS m/z: 200.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid, and friends who are interested can also refer to it.

Synthetic Route of 151521-49-2, These common heterocyclic compound, 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, 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 chilled solution of 4-isopropyl-1 H-pyrazol-5-amine (2.5 g, 20 mmol) in 20 ml DCM ethoxycarbonyl isothiocyanate (2.6 g, 20 mmol) dissolved in 10 ml DCM were added dropwise. The resulting suspension was further diluted with 30 ml DCM and stirred for 2 h. The product was collected, washed with DCM and dried. 2.0 g (7.8 mmol) of thisraw material together with 3.2 g (23.4 mmol) were then refluxed in 15 ml MeCN for 2 h. After careful neutralization with acetic acid the solvent was removed in vacuo. The remaining solid was suspended in water. The product was collected, washed with water and dried to yield title compound (II) as colorless powder. 1 H-NMR (400MHz, d6-DMSO, 300K) delta 1 .14 (d, J = 6.8 Hz, 6H), 3.12 (h, J = 6.8 Hz, 1 H), 7.88 (s, 1 H), 12.60 (s, broad, 1 H), 13.34 (s, broad, 1 H); MS (ES) C8H10N4OS, requires 210.06, found 21 1 .3 (M+H)+.

Statistics shows that 4-Isopropyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 151521-49-2.

Application of 14521-80-3, 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. 14521-80-3 name is 3-Bromo-1H-pyrazole, 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.

To a solution of 3-bromo-1H-pyrazole (5.39 g, 36.67 mmol) and triphenylchloromethane (10.40 g, 37.41 mmol) in DCM (300 ml) was added trimethylamine (7.41 g, 73.37 mmol). The reaction mixture was heated at 50 00 for 18 hours (overnight). After this time, the mixture was concentrated under reduced pressure and chromatographed [Si02] to give 3-bromo-1-trityl-pyrazole (P17) (8.97 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-1H-pyrazole, and friends who are interested can also refer to it.

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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 1H-pyrazole-3-carboxylate

Description 43; Ethyl 1 -[(3-bromo-4-cyanophenyl)methyl]-1 H-pyrazole-3-carboxylate (D43); A suspension of ethyl 1 H-pyrazole-3-carboxylate (D1 ) (3.298g, 0.024 mol), 4- (bromomethyl)-2-bromobenzonitrile (D42) (6.48g, 0.024 mol) and potassium t- butoxide (2.903g, 0.026 mol), in ethanol (250ml) was heated at 6O0C overnight. The reaction mixture was concentrated in vacuo and dissolved in water (~250ml) and ethylacetate (-25OmI), the layers were partitioned and the aq was washed twice with ethylacetate (2x 100ml). The combined organics were passed through a phase separating cartridge to dry and concentrated in vacuo. The residue was scratched down and stirred in ethylacetate (~50ml) and the resultant solid was filtered off. The mother liquors were concentrated in vacuo and purified by Biotage SP4 with 4OM cartridge and 30-70percent ethylacetate/hexane as eluant. The product containing fractions were combined and concentrated. This product was combined with the first crop to yield the title compound as a white solid (1.55g, 4.6 mmol). MS (ES+): requires C14H1279BrN3O2 333; found 334 (M+H+).

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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 N2 flushed pressure vial was added 5.6:1 of (S)-N-[( 15)-i -(6- chloropyridin2-yl)but-3-en- 1 -yl]-2-methylpropane-2-sulfinamide: (S)-N-[(iR)- 1 -(6-chloropyridin-2-yl)but-3 -en-i -yl] -2-methylpropane-2-sulfinamide (2. 18 g, 7.60 mmol), 1 -methyl-4-nitro- iH-pyrazole (0.966 g, 7.60 mmol), prepared as described in Intermediate 32A, di(adamant-i-yl)(butyl)phosphine (0.954 g, 2.66 mmol), PvOH (0.300 ml, 2.58 mmol), K2C03 (3.62 g, 26.2 mmol), Pd(OAc)2 (0.341 g, 1.52 mmol) and DMF (15.2 mL). The vial was purged with Ar. The vial was sealed and heated at 120 C overnight. Thereaction mixture was cooled to rt, partitioned between water and EtOAc, and the layers were separated. The aqueous layer was extracted with EtOAc (3x) and the organic layers were combined and concentrated. The crude product was purified using normal phase chromatography followed a second purification by reverse phase chromatography to give (S)-2-methyl-N-[( 1 R)- 1 -[6-( 1 -methyl-4-nitro- 1 H-pyrazol-5-yl)pyridin-2-yl]but-3-en- 1- yl]propane-2-sulfinamide (Diastereomer A) (0.275 g, 13%), MS(ESI) m/z: 274.4 (M+H) and (S)-2-methyl-N- [(1 S)- 1- [6-( 1 -methyl-4-nitro- 1 H-pyrazol-5 -yl)pyridin-2-yl]but-3-en-i-yl]propane-2-sulfinamide (Diastereomer B) (1.2 g, 57%); MS(ESI) m/z:274.4 (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 1-Methyl-4-nitro-1H-pyrazole, its application will become more common.

Electric Literature of 25016-16-4, 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. 25016-16-4, name is 1-(1H-Pyrazol-4-yl)ethanone belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1. 1-(1-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-pyrazol-4-yl)ethan-1-one Sodium hydride (60% oil dispersion; 800 mg, 20 mmol) was added to a cooled (0 C.) solution of 1-(1H-pyrazol-4-yl)ethanone (2 g, 18.2 mmol) in DMF (20 ml) and stirred for 1 hour at 0 C. 5-(Chloromethyl)-2-(trifluoromethyl)pyridine (3.91 g, 20 mmol) was added to the reaction and allowed to warm to room temperature overnight. The reaction mixture was poured into ice water and extracted with ethyl acetate (3*75 ml). The combined organic extracts were dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified by column chromatography (SiO2) eluting with a gradient of 0-5% methanol in dichloromethane. The desired fractions were evaporated to afford the title product as a yellow solid. ESMS(M+1)=270.14.

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, 1-(1H-Pyrazol-4-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Electric Literature of 3469-69-0,Some common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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.

1-(ethoxyethyl)-4-iodo-1H-pyrazole (20).; A 22 L 4-neck flask equipped with an mechanical stirrer, thermowell, N2 inlet and condenser was charged with 4-iodo-1H-pyrazole (14, 1.00 Kg, 5.16 mol) and toluene (10 L) and ethyl vinyl ether (18, 557 g, 740 mL, 7.73 mol, 1.5 equiv) was added. To the suspension 4 M HCl in dioxane (32 mL, 0.128 mol, 0.025 equiv) was added over 5 min with formation of a slightly thicker white suspension. The mixture was heated carefully to 35-40 C. at which point a mild exotherm to about 40 C. occurred with rapid dissolution of all solids to give a clear light yellow solution. The reaction mixture was heated at about 40 C. for an additional 0.5 hr until the GC analysis indicated the reaction was complete. The solution was allowed to cool to 25-30 C. and solid NaHCO3 (108 g, 1.29 mol, 0.25 equiv) was added. The suspension was stirred for 1 hr at room temperature to ensure the complete neutralization of HCl. The mixture was then filtered and the filtrate was concentrated under reduced pressure. The residual liquid was fractionally distilled to afford 1-(ethoxyethyl)-4-iodo-1H-pyrazole (20, 1.346 Kg, 1.373 Kg theoretical, 98%) as a pale yellow liquid (bp 89-93 at about 1 torr). For 20: 1H NMR (CDCl3, 250 MHz) delta ppm 7.61 (s, 1H), 7.47 (s, 1H), 5.46 (q, 1H, J=6.0 Hz), 3.48-3.23 (m, 2H), 1.60 (d, 3H, J=6.0 Hz), 1.11 (t, 3H, J=7.0 Hz); C7H11IN2O (MW, 266.08), LCMS (EI) m/e 267 (M++H).

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.