Month: February 2021

Adding a certain compound to certain chemical reactions, such as: 1134-50-5, name is 1-Phenyl-1H-pyrazole-4-carboxylic acid, 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 1134-50-5, category: pyrazoles-derivatives

Procedure: The pyrazole is solubilized in DMF in a reactor under nitrogen and with magnetic stirring. CDI is then rapidly added in a single portion and the mixture is kept stirring for approximately 20 minutes. The amine is then rapidly added dropwise by means of a syringe. After stirring for 3 h 30 min, TLC monitoring of the reaction indicates that the starting product has completely disappeared. The reaction medium is then poured into 80 ml of an ice/water mixture. The white precipitate formed after stirring for 15 minutes is then recovered by filtration through a sintered glass filter and dried by suction. The orangey solid obtained is then taken up in 50 ml of dichloromethane, washed once with water, and dried over sodium sulfate. After filtration through sintered glass filter and evaporation under partial vacuum, 0.8 g of a yellow solid is thus obtained. The latter is chromatographed on silica (elution: 7/3 hexane/ethyl acetate) and then recrystallized from toluene. 0.80 g of a beige solid is thus recovered (yield: 56%). It is characterized in the form of a compound associated with half a molecule of water.

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Synthetic Route of 112758-40-4, 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. 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3 -methyl- lH-pyrazole-4-carbaldehyde (1 g, 9.08 mmol) in acetonitrile (10 mL) is added potassium carbonate (1.76 g, 12.71 mmol) and 2,3- difluornitrobenzene (1.73 g, 10.90 mmol) and the mixture is stirred at room temperature overnight. Water is added and the organic phase is extracted with ethyl acetate. Organic layer is dried over sodium sulfate and the solvent evaporated under reduced pressure. The residue is purified by normal phase Isco chromatography using as eluent ethyl acetate/hexane (20-80%) to give a 62% yield of a mixture of regioisomers containing the title compound as major product that is used with no further purification. NMR is consistent with desired structure, although mixture of regiosomers is detected: NMR (MeOD): 9.98 (s, 1H), 8.65 (d, 1H, J= 1.6 Hz), 7.99-7.26 (m, 3H), 2.49 (s, 3H). A solution of 2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4′-piperidine] (2.1 g, 7.5 mmol) and l-(2-fluoro-6-nitro-phenyl)-3-methyl-pyrazole-4-carbaldehyde (3 g) (as major compound in a mixture of regioisomers in the pyrazole) in dichloromethane (47 mL) is stirred at room temperature for 30 minutes. Then, sodium triacetoxy borohydride (3.94g) is added and the mixture is stirred overnight at that temperature. The reaction mixture is quenched carefully with sodium bicarbonate (saturated solution) and extracted with dichloromethane. Organic layer is washed with brine, decanted and dried over sodium sulfate. Solvent is evaporated and the residue is purified by normal phase Isco chromatography using as eluant dichloromethane and isopropanol to give 2.28 g of 2-chloro-4,4-difluoro- -[[l-(2-fluoro-6-nitro-phenyl)-3-methyl-pyrazol-4- yl]methyl]spiro[5H-thieno[2,3-c]pyran-7,4′-piperidine] (the compound is contaminated with the other pyrazole regioisomer in a ratio 80:20). MS (m/z): 513 (M+l). To a solution of 2-chloro-4,4-difluoro-l’-[[l-(2-fluoro-6-nitro-phenyl)-3-methyl- pyrazol-4-yl]methyl]spiro[5H-thieno[2,3-c]pyran-7,4′-piperidine] (2.28g, 4.46 mmol) and iron (2.5g) in ethanol (1 lmL) and water (1 lmL), a few drops of acetic acid is added. The reaction mixture is stirred at 90C for 70 min. The mixture is then filtered over celite and concentrated under vacuum. Remained solution is basified with sodium bicarbonate(saturated solution) and extracted with dichloromethane. Organic layer is decanted, dried over sodium sulfate and solvent evaporated to obtain 1.8 g of 2-[4-[(2-chloro-4,4- difluoro-spiro[5H-thieno[2,3-c]pyran-7,4′-piperidine]- -yl)methyl]-3-methyl-pyrazol-l- yl]-3-fluoro-aniline that is used in next step without further purification (the compound is contaminated with the other pyrazole regioisomer in a ratio 80:20). MS (m/z): 483 (M+l).

The synthetic route of 3-Methyl-1H-pyrazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Synthetic Route of 35344-95-7,Some common heterocyclic compound, 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, molecular formula is C4H4N2O, 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: To a stirring solution of 6bromonicotinaldehyde (1.25 g, 6.72 mmol) in DMF (10 mL) was added K2CO3 (2.32 g, 16.80 mmol) and 4methyl1Himidazole (0.55 g, 6.72 mmol). The resulting mixture was heated at 100 ¡ãC for 1 h then cooled to ambient temperature. The reaction was poured into ice water (30 mL) and extracted with ethyl acetate (2 x 75 mL). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by flash chromatography (Redisep40 g, 0100percent EtOAc/nHexane)) to obtain Intermediate 20 (0.50 g, 39.70percent) as light brown solid.1H NMR (300 MHz, DMSOd6) G ppm 2.50 (s, 3 H), 7.76 (s, 1 H), 7.95 (dd, J = 6.00, 1.20 Hz, 1 H), 8.39 (dd, J = 6.60, 1.80 Hz, 1 H), 8.55 (d, 1.20 Hz, 1 H), 8.99 (s, 1 H), 10.08 (s, 1 H), LCMS:(MethodH) retention time :1.03 min, [M+1]: 188.0.

The synthetic route of 35344-95-7 has been constantly updated, and we look forward to future research findings.

52222-73-8, name is 4-(Trifluoromethyl)-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. Formula: C4H3F3N2

55 mg of 2-[3-(ethylsulphonyl)-6-fluoropyridin-2-yl]-1-methyl-5-(trifluoromethyl)-1H-benzimidazole (0.14 mmol) were dissolved in 2 ml of acetonitrile. 29 mg (0.21 mmol) of 4-(trifluoromethyl)-1H-pyrazole and 59 mg (0.42 mmol) of potassium carbonate were added and stirred for 3 h at room temperature. The mixture was filtered, concentrated and purified by column chromatography with a cyclohexane/ethyl acetate gradient as mobile phase. log P (neutral): 4.16; MH+: 504; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 9.38 (s, 1H), 8.712 (d, 1H), 8.46 (s, 1H), 8.42 (d, 1H), 8.16 (s, 1H), 7.98 (d, 1H), 7.70 (dd, 1H), 3.906 (q, 2H), 3.90 (s, 3H), 1.24 (t, 3H).

The synthetic route of 52222-73-8 has been constantly updated, and we look forward to future research findings.

Related Products of 6715-84-0, 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. 6715-84-0, name is Methyl 4-Nitro-1H-pyrazole-1-acetate, This compound has unique chemical properties. The synthetic route is as follows.

A clear, pale yellow solution of methyl 2-(4-nitro-1H-pyrazol-1-yl)acetate (0.250 g, 1.35 mmol) in EtOH (27.0 ml) was degassed with argon for 10 min. Then 10% Pd-C (0.072 g, 0.068 mmol) was added. The reaction was degassed with hydrogen from a balloon for several minutes and then the reaction was stirred vigorously under a hydrogen atmosphere. After 3 h, the reaction was stopped. The vessel was purged with argon/vacuum three times. Then Celite was added. After 10 min, the reaction was filtered through a plug of Celite, rinsing with EtOH, to give a clear, colorless filtrate. The filtrate was concentrated to give methyl 2-(4-amino-1H-pyrazol-1-yl)acetate (0.204 g, 97 % yield) as a clear, orange oil. The material was used in the next step without further purification. MS(ESI) m/z: 156.1 (M+H)+.

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

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. 92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C4H5IN2

A suspension of tert-butyl (3S)-3-methyl-5-oxo-piperazine-1 -carboxylate (see Example 73, step b) (280 mg, 1.31 mmol) and 3-iodo-1-methyl-1 H-pyrazole (326 mg, 1.57 mmol) in dioxane (10 ml) was prepared and argon was bubbled for 10 minutes. K3P04 (610 mg, 2.87 mmo), copper (I) iodide (25 mg, 131 pmol) and N,N’-dimethylethylenediamine (28.1 muIota, 261 pmol) were added. The mixture was heated to 120 C for 20 h. The mixture was filtered, the soiids washed twice with ethyl acetate and the filtrate was evaporated. The residue was purified by flash chromatography (EtOAc in heptane 20% to 100%) to afford the title compound (287 mg, 75%) as a light yellow solid. (1042) MS (ESI, m/z): 295.2 [(M+H)+].

The synthetic route of 92525-10-5 has been constantly updated, and we look forward to future research findings.

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. 360056-45-7, name is Methyl 4-amino-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., name: Methyl 4-amino-1H-pyrazole-3-carboxylate

2A. 4-(2,6-dichloro-benzoylamino)-1H-pyrazole-3-carboxylic acid 2,6-dichlorobenzoyl chloride (8.2 g; 39.05 mmol) was added cautiously to a solution of 4-amino-1H-pyrazole-3-carboxylic acid methyl ester (prepared in a manner analogous to 165B) (5 g; 35.5 mmol) and triethylamine (5.95 ml; 42.6 mmol) in dioxan (50 ml) then stirred at room temperature for 5 hours. The reaction mixture was filtered and the filtrate treated with methanol (50 ml) and 2M sodium hydroxide solution (100 ml), heated at 50 C. for 4 hours, and then evaporated. 100 ml of water was added to the residue then acidified with concentrated hydrochloric acid. The solid was collected by filtration, washed with water (100 ml) and sucked dry to give 10.05 g of 4-(2,6-dichloro-benzoylamino)-1H-pyrazole-3-carboxylic acid as a pale violet solid.

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 111493-52-8,Some common heterocyclic compound, 111493-52-8, name is 5-Chloro-1-methyl-1H-pyrazole-4-carbonitrile, molecular formula is C5H4ClN3, 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.

Step 4: 5-(5-chloro- l -methyl-lH-pyrazole-4-yl)-2H-tetrazole The above product, 5-chloro- l -methyl- lH-pyrazole-4-carbonitrile ( 13.0 gm, 0.092 moles), was dissolved in DMF (40 ml), followed by addition of ammonium chloride (9.9 gm, 0.184 moles) and sodium azide (12.0 gm, 0.184 moles) and stirred at 100- 140C for 10- 16 hours. The progress of the reaction was monitored by HPLC. The reaction mixture was cooled at 0- 5C and quenched with aqueous HC1 (78.0 ml) and stirred for 30-60 min at 0-5C. The solid material obtained was filtered, washed with cold DM water (40 ml) and dried at 60-65C to yield the product, 5-(5-chloro-l -methyl- lH-pyrazole-4-yl)-2H-tetrazole Dry wt : 16.2 gm Yield . : 1 .25 w/w (96%) HPLC purity : 99.26% MP : 215-219C

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-1-methyl-1H-pyrazole-4-carbonitrile, its application will become more common.

Electric Literature of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

Preparation of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide: A solution of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (100 mg, 0.3 mmol) in N,N-dimethylformamide (2 mL) at 25¡ã C. was treated with N,N-diisopropyethylamine (0.15 mL, 0.9 mmol), O-(7-azabenzotriazol-1-yl)-N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU) (171 mg, 0.45 mmol) and 1-methyl-1H-pyrazol-3-ylamine (32 mg, 0.33 mmol). The reaction was stirred at 25¡ã C. overnight. At this time, the reaction was diluted with ethyl acetate (30 mL) and was washed with a saturated aqueous ammonium chloride solution (20 mL), a saturated aqueous sodium bicarbonate solution (20 mL) and a saturated aqueous sodium chloride solution (20 mL), dried over anhydrous sodium sulfate, filtered, rinsed and concentrated in vacuo. Silica gel column chromatography (100percent ethyl acetate) afforded 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide (95 mg, 76percent) as a white solid; ES+-HRMS m/e calcd for C21H22N4O3F2 [M+H+]417.1733, found 417.1733; 1H NMR (400 MHz, DMSO-d6) delta ppm 10.96 (s, 1H), 7.83 (d, J=7.9 Hz, 1H), 7.55 (d, J=2.0 Hz, 1H), 7.40-7.49 (m, 1H), 7.23-7.37 (m, 2H), 6.38 (d, J=2.0 Hz, 1H), 6.22 (dd, J=7.9, 2.8 Hz, 1H), 5.74 (dd, J=11.6, 4.9 Hz, 1H), 5.55 (d, J=2.8 Hz, 1H), 3.74 (s, 3H), 1.97-2.07 (m, 1H), 1.77 (ddd, J=14.2, 9.6, 4.9 Hz, 1H), 1.23-1.37 (m, 1H), 0.88 (d, J=6.6 Hz, 3H), 0.85 (d, J=6.6 Hz, 3H).

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-1H-pyrazol-3-amine, its application will become more common.

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. 31728-75-3, name is 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H8N2O2

The 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide was prepared from 3-nitrobenzoyl chloride using the following multiple step procedure: Step 1: 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide.; A dry flask was charged with 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid (0.144 g, 1.03 mmol) and thionyl chloride (5 mL) and allowed to stir at 79 C. for 3 h. The thionyl chloride was then removed by concentration in vacuo. The crude acid chloride was cooled to room temperature, and then dissolved in THF (101 mL). 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 40, 0.260 g, 1.03 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux overnight. The reaction mixture was then allowed to cool to room temperature and filtered. The solid residue was washed with 0 C. THF and collected to afford the 1,5-Dimethyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide as a solid (0.177 g, 0.47 mmol, 46%).

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 31728-75-3.