Category: 35344-95-7

Electric Literature of 35344-95-7, 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 35344-95-7 as follows.

To the stirred solution of lH-pyrazole-4-carbaldehyde 19-4 (200 mg, 2.08 mmol) in DMF (2 ml) in a sealed tube were added potassium carbonate (719.19 mg, 5.20 mmol, 314.06 uL) and bromocyclopropane 19-5 (251.80 mg, 2.08 mmol, 166.76 uL). The reaction mixture was heated at H0C for 16 hours and then cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate and concentrated under reduced pressure. The crude material was purified by column chromatography to afford l-cyclopropylpyrazole-4-carbafdehyde 19-6 (25 mg, 183.62 umol, 8.82% yield) as gum. NMR (400 MHz, DMSO-d6) d 9.75 (s, 1H), 8.53 (s, 1H), 7.95 (s, 1 1 1 ), 3.86-3.82 (m, 1 1 1 ), 1. 10-1.08 (m, 2) 1 ).. 1.03-0.98 (m, 21 1).

According to the analysis of related databases, 35344-95-7, the application of this compound in the production field has become more and more popular.

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.

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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 35344-95-7

into a 100-mL round-bottom flask, was placed a solution of tert-butyl N-[3- (methanesulfonyloxy)cyclobutyl]carbamate (2.65 g, 9.99 mmol, 1.00 eq.), lH-pyrazole-4- carbaldehyde (1.152 g, 11.99 mmol, 1.20 eq.) and Cs2C03 (6.52 g, 20.01 mmol, 2.00 eq.) in DMF (20 mL). The resulting solution was stirred for 4 h at room temperature. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 100 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC with the following conditions (CombiFlash-1): Column, CI 8 silica gel; mobile phase, MeCN/H2O=60:40 increasing to MeCN/H2O=70:30 within 3 min; Detector, UV 254 nm. The crude product was purified by Prep-SFC with the following conditions (prep SFC 350-2): Column: Phenomenex Lux 5u Cellulose-4 250*50mm; mobile Phase A: CO2:70, Mobile Phase B: MeOH-HPLC:30; Flow rate: 150 mL/min; 254 nm; RTL4.53; RT2:5.36. This resulted in 712 mg (54%) of tert-butyl N-[cw-3-(4-formyl-lH-pyrazol-l-yl)cyclobutyl]carbamate as a white solid.

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 35344-95-7.

Synthetic Route of 35344-95-7, 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 35344-95-7 as follows.

2-((3,5-dicyano-4-ethyl-6-(piperazin-1-yl)pyridin-2-yl)thio)-2-phenylacetamide trifluoroacetic acid (synthesis described in example 176 step 2, 215 mg, 0.413 mmol) was dissolved in dichloromethane (15 mL) and DIEA (0.144 mL, 0.826 mmol). Acetic acid (0.047 mL, 0.826 mmol) was added followed by 1H-pyrazole-4-carbaldehyde (79 mg, 0.826 mmol) The reaction was stirred for 30 minutes and sodium triacetoxyborohydride (350 mg, 1.652 mmol) was added. The reaction was stirred at 25 ¡ãC for 18Hous. The DCM solution was washed with water, a solution of saturated sodium bicarbonate, and then water. The DCM solution was dried then evaporated and the resulting solid was triturated with ethyl acetate to give after filtration pure product. The solid was dried in vacuum oven overnight to afford 2-((6-(4-((1H-pyrazol-4-yl)methyl)piperazin-1-yl)-3,5- dicyano-4-ethylpyridin-2-yl)thio)-2-phenylacetamide (75 mg, 0.149 mmol, 36percent yield) LCMS m/z = 487.2 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.20 (t, J=7.60 Hz, 3 H) 2.44 (br. s., 4 H) 2.75 (d, J=7.60 Hz, 2 H) 3.44 (s, 2 H) 3.86 (d, J=4.82 Hz, 4 H) 5.52 (s, 1 H) 7.28 – 7.44 (m, 4 H) 7.46 – 7.61 (m, 5 H) 7.91 (s, 1 H).

According to the analysis of related databases, 35344-95-7, the application of this compound in the production field has become more and more popular.

Related Products of 35344-95-7, 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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Preparation of (lR, 4R)-N1-((lH-prazol-4-l)methl)-N4-(4-(5- (cvclopropylmethyl)-l-methyl-lH-pyrazol-4-yl)pyrimidin-2-yl)cvclohexane-l,4- diamine (A80) To a solution of A-14 (200.00 mg, 612.67 mupiiotaomicron, 1.00 eq) and lH-pyrazole-4- carbaldehyde (58.87 mg, 612.67 muetaiotaomicron, 1.00 eq) were added AcOH (36.79 mg, 612.67 02429524H5-01 muetaiotaomicron, 35.04 uL, 1.00 eq) and NaBH3CN (77.00 mg, 1.23 mmol, 2.00 eq). The mixture was sitrred at 15 ¡ãC for 16 hours. The mixture was quenched with aqueous NaHCCb (1 mL) and concentrated. The residue was purified by prep-HPLC (basic condition) to give A-80 (20.00 mg, 48.90 muiotaetaomicron, 8percent yield, 99.4percent purity) as a yellow solid. LCMS: RT = 2.418 min, m/z 407.2 [M+H]+ NMR (CDCb, 400 MHz) delta 8.17 (d, /=5.2Hz, IH), 7.83 (s, IH), 7.58 (s, IH), 6.71 (d, /=6.2Hz, IH), 4.88 (d, /=7.6Hz, IH), 3.89 (s, 4H), 3.81 (s, 2H), 3.21 (d, /=6.0Hz, 2H), 2.61 (s, IH), 2.21-2.03 (m, 4H), 1.36-1.25 (m, 4H), 1.09 (s, IH), 0.48-0.46 (m, 2H), 0.25-0.24 (m, 2H).

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

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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1H-Pyrazole-4-carbaldehyde

Sodium hydride (60percent, 6.3 g, 1.0 eq) was added to a solution of 1H-pyrazole-4-carbaldehyde (15 g, 156 mmol) in DMF (150 ml) at 0¡ã C. The mixture was allowed to warm and was stirred at room temperature. (2-Bromoethoxy)benzene (30.2 g, 1 eq) was then added and the resulting mixture was stirred overnight at room temperature. It was quenched by addition of aqueous ammonium chloride, diluted with water and extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography using a hexane/ EtOAc gradient (10:1 to 0:100). Pure fractions were combined and evaporated under reduced pressure to yield 1-(2-phenoxyethyl)-1H-pyrazole-4-carbaldehyde (24 g, 71percent).

According to the analysis of related databases, 35344-95-7, the application of this compound in the production field has become more and more popular.

Application of 35344-95-7, These common heterocyclic compound, 35344-95-7, name is 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.

into a 100-mL round-bottom flask, was placed a solution of tert-butyl N-[3- (methanesulfonyloxy)cyclobutyl]carbamate (2.65 g, 9.99 mmol, 1.00 eq.), lH-pyrazole-4- carbaldehyde (1.152 g, 11.99 mmol, 1.20 eq.) and Cs2C03 (6.52 g, 20.01 mmol, 2.00 eq.) in DMF (20 mL). The resulting solution was stirred for 4 h at room temperature. The reaction was then quenched by the addition of 100 mL of water. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 100 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC with the following conditions (CombiFlash-1): Column, CI 8 silica gel; mobile phase, MeCN/H2O=60:40 increasing to MeCN/H2O=70:30 within 3 min; Detector, UV 254 nm. The crude product was purified by Prep-SFC with the following conditions (prep SFC 350-2): Column: Phenomenex Lux 5u Cellulose-4 250*50mm; mobile Phase A: CO2:70, Mobile Phase B: MeOH-HPLC:30; Flow rate: 150 mL/min; 254 nm; RTL4.53; RT2:5.36. This resulted in 712 mg (54%) of tert-butyl N-[cw-3-(4-formyl-lH-pyrazol-l-yl)cyclobutyl]carbamate as a white solid.

Statistics shows that 1H-Pyrazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 35344-95-7.

Reference of 35344-95-7, 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. 35344-95-7 name is 1H-Pyrazole-4-carbaldehyde, 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 50-mL round-bottom flask was placed a solution of [(ls,3 s)-3 -(3-phenyl- 1 ,2-oxazole-5 -amido)cyclobutyljmethyl 4-methylbenzene- 1 -sulfonate (1g, 2.34 mmol, 1.00 equiv) in DMF (15 mL) then Cs2CO3 (1.5 g, 4.60 mmol, 2.00 equiv) and1H-pyrazole-4-carbaldehyde (338 mg, 3.52 mmol, 1.50 equiv) were added. The resulting solution was stirred for 3 h at 100¡ãC then the solids were removed by filtration. The crude product was purified by Flash-Prep-HPLC (CombiFlash-1: Column, C18 silica gel; mobile phase, X: H20 (0.5percent NH4HCO3), Y: ACN, X/Y=90/10 increasing to X/Y=5/95 within 40 mm;Detector, UV 254 nm) affording 460 mg (56percent) of 3-phenyl-N-[(ls,3s)-3-[(4-formyl-1H- pyrazol-1-yl)methyljcyclobutylj-1,2-oxazole-5-carboxamide as a yellow solid. LCMS (ES, m/z): [M+Hj?= 351.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Pyrazole-4-carbaldehyde, and friends who are interested can also refer to it.

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.

To the stirred solution of cyclopentyl methanesulfonate 6-3 (380 mg, 2.31 mmol) in DMF (2 mL) was added lH-pyrazole- 4-carbaldehyde 6-4 (266.81 mg, 2.78 mmol) and cesium carbonate (1.51 g, 4.63 mmol) at 0C. The reaction was heated at 80C for 16 hours and then diluted with ice cold water, extracted with ethyl acetate, washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The crude material was purified by flash chromatography using Q%~3()% ethyl acetate/hexane to afford -cyciopentylpyrazole-4-carbaldehyde 5 (280 mg, 1.71 mmol, 73.69% yield) as a brown liquid. H I NMR (400 MHz, DMSO-d6) 6 9.77 (s, 1 1 1), 8.50 (s, 1 1 1 ), 7.98 (s, lH), 4 80-4 73 (m, 1H), 2.13-2.05 (m, 2H), 1 98-1.87 (m, 2H), 1.83-1.77 (m, 21 1), 1.69-1.67 (m, 2H).

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-4-carbaldehyde, its application will become more common.

35344-95-7, 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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, A new synthetic method of this compound is introduced below.

Step B: 1-({2-tert-Butyl-1-[(trans-4-fluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}sulfonyl)-1H-pyrazole-4-carbaldehyde2-tert-Butyl-1-[(4-fluorocyclohexyl)methyl]-1H-benzimidazole-5-sulfonyl chloride (400 mg, 1.03 mmol), pyrazole-4-carboxaldehyde (300 mg, 3.09 mmol) (see Example 126, step H for preparation) and DMAP (catalytic) were stirred in 10 mL of DCM containing DIPEA (0.90 mL, 5.15 mmol) at rt for 3 h. The solution was washed with saturated aqueous NaHCO3 solution, brine and dried over anhydrous MgSO4. The crude product was purified by flash chromatography on silica gel using hexanes/EtOAc (1:1) as eluent. Yield: 131 mg (28percent). 1H NMR (400 MHz, CHLOROFORM-D) delta 1.16-1.26 (m, 2H), 1.35-1.48 (m, 2H), 1.54-1.56 (m, 9H), 1.72 (dd, J=8.69, 3.03 Hz, 2H), 1.95-2.04 (m, 1H), 2.11-2.19 (m, 2H), 4.17-4.21 (m, 2H), 4.37-4.46 (m, 1H), 4.50-4.59 (m, 1H), 7.44 (d, J=8.59 Hz, 1H), 7.96 (dd, J=8.69, 1.86 Hz, 1H), 8.08 (s, 1H), 8.44 (d, J=1.37 Hz, 1H), 8.64 (s, 1H), 9.91 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.