Day: May 8, 2021

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. 948570-75-0, name is 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Safety of 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole

To a solution of l-(2-methoxyethyl)-4- nitro-pyrazole (3.0 g, 17.53 mmol) in MeOH (50 ml) was added 10 % Pd/C (300 mg) under N2. The suspension was degassed and purged with H2 several times. The mixture was stirred under a H2 atmosphere at 25 C for 3 h. The reaction mixture was filtered. The filtrate was concentrated under reduced pressure to give the title compound as a red oil (Y = 97 %). NMR (400 MHz, chloroform-rf) d ppm 7.16 (s, 1H), 7.09 (s, 1H), 4.16 (t, J= 5 Hz, 2H), 3.69 (t, J= 5 Hz, 2H), 3.32 (s, 3H), 2.93 – 2.83 (hr. s, 2H).

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.

Related Products of 155377-19-8, These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, 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.

Example 122: Preparation of l-difluoromethyl-3-trifluoromethyl-l//-pyrazole-4- carboxylic acid ethyl ester and 2-difluoromethyl-3-trifluoromethyl-2/:/-pyrazole-4- carboxylic acid ethyl esterSodium hydride (60% in mineral oil) (320 mg, 7.93 mmol) was washed with hexane (2x 10 ml) and suspended in tetrahydrofiiran (20 ml) in a three necked flask. 3- Trifluoromethyl-l//-pyrazole-4-carboxylic acid ethyl ester (1.5 g, 7.21 mmol) (prepared according to JP 2000/044541) in tetrahydrofiiran (10 ml) was added dropwise and the solution stirred at room temperature for 30 minutes. Chlorodifluoromethane was bubbled through the solution for 5 minutes and then the mixture was stirred at room temperature for 3 hours, with additional chlorodifluoromethane bubbled through the solution after every hour for 5 minutes. The reaction mixture was stored at room temperature for 16 hours. The reaction mixture was quenched by addition of water and extracted with ethyl acetate. The organic extract was washed with water and brine, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent: 0-25% ethyl acetate in hexane) to give l-difluoromethyl-3-trifluoromethyl- l//-pyrazole-4-carboxylic acid (isomer A) (870 mg, 47% yield) and 2-difluoromethyl-3- trifluoromethyl-2H-pyrazole-4-carboxylic a’cid (isomer B) (500 mg, 27% yield). Isomer A 1H-NMR (400 MHz, CDCl3): 1.37 (t, 3H, Me), 4.37 (q, 2H, CH2), 7.37 (t, IH, CH), S.07 (s, IH, CH) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 1.37 (t, 3H, Me), 4.37 (q, 2H, CH2), 7.22 (t, IH, CH), 8.43 (s, IH, CH) ppm.

Statistics shows that Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 155377-19-8.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1260243-04-6

1-(4Bromomethybenzy)4Hpyridin–one (850 mg, 3.06 mmd) was dissdved in DMF (10 mL). S Amino4Hpyrazoe-4-carboxyic acid ethy ester (522 mg, 3.36 mmd) and cesium carbonate (1.99 g, 6.11 mmd) were added and the reaction mixture was stirred at 50 °C for 18 hrs after which time the reaction mixture was diuted with EtOAc (100 mL). This sdution was washed with water (30 mL), brine (30 mL), dried (Na2SO4) and evaporated in uacuo. The residue was purified by flash chromatography (sHica), duent gradient from 30percent Pet Ether / 70percent EtOAc to 100percent EtOAc, to afford two regioisomers. The first isomer was identified as -4carboxyic acid ethy? ester (230 mg, 0.65 mmd, 21percent yied) as a white sdid. The second isomer off the cdumn was coHected to afford 3-amino-1-[4-(2oxo-2H-pyridin-1-ymethy benzy]4R-pyrazde-4carboxyHc acid ethy? ester (480 mg, 1.36 mmd, 45percent yidd) as a white soHd.[MH = 353.1

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 1260243-04-6.

Synthetic Route of 2075-45-8,Some common heterocyclic compound, 2075-45-8, name is 4-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

4-Bromo-1H-pyrazole, 5.00 g (34.0 mmol), di-tert-butyl dicarbonate, 8.17 g (37.4 mmol), and triethylamine, 7.57 g (74.8 mmol), were added into 50 mL of dichloromethane. The resulting mixture was stirred at room temperature for overnight. The resulting mixture was purified by silica gel column chromatography to give 8.00 g (93%) of the product as an off-white solid. MS (ESIpos): m/z = 247 [M+H]+. LC-MS [method 4, gradient starting with water (0.1 %HCOOH)-Acetonitrile, 10%B]: Rt = 1.75 min.

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

Electric Literature of 105434-90-0, 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 105434-90-0 as follows.

There was dissolved, in ethanol (3 mL), ethyl 5-amino-1H-pyrazole-3-carboxylate (201 mg, 1.30 mM) and then sodium ethoxide (195 g, 2.86 mM) and diethyl malonate (217 muL, 1.43 mM) were added to the solution. This reaction liquid was stirred for 8 hours, while refluxing the same with heating. This reaction mixture was filtered and then the resulting solid was washed with diethyl ether. After the addition of phosphoryl chloride (10 mL) to the resulting solid with ice-cooling, the resulting suspension was stirred for 3 hours, while refluxing the same with heating. The phosphoryl chloride was distilled off from the reaction liquid, ethanol was then added to the residue with ice-cooling and then the mixture was stirred for 15 minutes. After the concentration of this reaction liquid, the resulting concentrate was purified by the silica gel column chromatography (methanol/methylene chloride=1:100) to thus give the title compound (49.5 mg, overall yield of these two steps: 15%). 1H-NMR (300 MHz, CDCl3): delta 1.45 (t, 3H, J=7.2 Hz), 4.50 (q, 2H, J=7.2 Hz), 7.11 (s, 1H), 7.23 (s, 1H); MS (ESI) m/z 259 (M+H)+.

According to the analysis of related databases, 105434-90-0, the application of this compound in the production field has become more and more popular.

Application of 139756-02-8, 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. 139756-02-8 name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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.

General procedure: A 12mL vial was charged with MCM-41-2P-Pd(OAc)2 (2mol%), 2-aminobenzamide (1mmol), aryl iodide (1mmol) (if solid) and a stirring bar. Then, DMF (2mL), aryl iodide (1mmol) (if liquid) and DBU (2mmol) were injected by syringe under an argon atmosphere. The vial was placed in an alloy plate, which was transferred into a 300mL Parr Instruments 4560 series autoclave under an argon atmosphere. After flushing the autoclave three times with CO, a pressure of 10bar CO was fixed at ambient temperature. The autoclave was heated for 20hat 120C. After completion of the reaction, the autoclave was cooled to room temperature and the pressure was released carefully. The reaction mixture was diluted with ethyl acetate (10mL) and filtered. The palladium catalyst was washed with distilled water (2×5mL) and acetone (2×5mL), and reused in the next run. The filtrate was concentrated in vacuo and the pure product was isolated by either washed with water, ethyl acetate and finally hexane or recrystallization from MeOH.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, and friends who are interested can also refer to it.

Reference of 15802-75-2, A common heterocyclic compound, 15802-75-2, name is 4-Iodo-3-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

Under nitrogen protection,To a 10 ml Schlek reaction tube (a glass instrument commonly used in anaerobic operation)Bromo-5- (4- (6-bromopyridyl-3) phenyl) pyridine, 2.2 mmol of 3-methyl-4-iodopyrazole-0.02 mmol palladium acetate,0.05 mmol dicyclohexyl (3,6-dimethoxy-2 ‘, 4′, 6′-triisopropyl (1,1′-biphenyl) -2-yl)5.0 mmol of potassium t-butoxide, and 5 ml of dioxane, the reaction tube was purged with nitrogen three times,And then heated to 110 C with an oil bath under magnetic stirring, and the reaction was refluxed for 24 hours. Down to room temperatureThe reaction solution was further added, 5.0 mmol of 3,5-dicarboxyphenylboronic acid, 0.03 mmol of palladium acetate, 0.06 mmol2′-dicyclohexyl-2,6-dimethoxy-3-sulfonic acid-1,1’-biphenyl sodium salt, 10.0 mmol potassium carbonate,And 200 mmol of water; then heated to 100 C with an oil bath under magnetic stirring,The reaction was refluxed for 40 hours. Down to room temperature; add 20 ml of water, filtration, with concentrated hydrochloric acid to adjust the pH of the filtrate to 1,After stirring at room temperature for 6 h, the mixture was filtered, washed with ethanol and dried to give product 22 in 68% yield.The mass spectrum (ESI) of the product (C40H28N6O8) was 720.20.

The synthetic route of 15802-75-2 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 578008-32-9 as follows. Recommanded Product: 578008-32-9

tert-Butyl 3-({3-[(1S)-2-methoxy-(1-methylethyl)oxy]-5-[4- (methylsulfonyl)phenoxy]benzoyl}amino)-5-methyl-1H-pyrazole-1-carboxylate; HATU (500 mg, 1.31 mmol) was added to 3-{(1S)-2-methoxy-(1-methylethyl)oxy}-5-{[4- (methylsulfonyl) phenyl] oxy} benzoic acid (400 mg, 1.05 mmol) followed by addition of DMF (6 mL), DIPEA (0.47 mL) and tert-butyl 3-amino-5-methyl-lH-pyrazole-l-carboxylate (380 mg, 1.93 mmol). The reaction was stirred under argon for 72 h, then dissolved in saturated aqueous sodium hydrogencarbonate (30 mL) and ethyl acetate (50 mL). The organic layer was separated, washed with saturated aqueous ammonium chloride (30 mL), then dried (MgS04), filtered and evaporated. Purification by column chromatography eluting with 1: 1 to 2: 1 ethyl acetate : hexanes afforded the title compound (500 mg, 85%) as a foam. 1H NMR 8 (CDC13) : 1.37 (d, 3H), 1.62 (s, 9H), 2.54 (s, 3H), 3.08 (s, 3H), 3.40 (s, 3H), 3.58 (m, 2H), 4.60 (m, 1H), 6. 82 (m, 2H), 7. 08 (m, 1H), 7.15 (d, 2H), 7.30 (s, 1H), 7.93 (d, 2H), 8.52 (brs, 1H); only 558 (M-H)-

According to the analysis of related databases, 578008-32-9, the application of this compound in the production field has become more and more popular.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H9N3O2

3) Synthesis of ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3.1) The ethyl 5-amino-1H-pyrazole-4-carboxylate obtained in step 1) (15.5 g, 0.1 mol) and step 2)The obtained 1-p-fluorophenyl-4,4,4-trifluorobutanedione (23.4 g, 0.1 mol) was placed in a container;3.2) After dissolving the mixture in the vessel with 50 mL of glacial acetic acid, a mixture E1 is obtained,The container is placed under electric heating conditions, heated to 115 ;3.3) The mixture E1 was heated to reflux, after 7 hours, cooled and allowed to stand, yellow-green needle-like solid precipitated; the solidAfter filtration, washing and drying, ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate was obtained; For cold glacial acetic acid.The product obtained5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-The quality of ethyl carboxylate is27.05g.Yield: 76.63%.

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

Related Products of 20154-03-4, 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 20154-03-4 as follows.

Step A. [2-(Trifluoromethyl)-4-(3-trifluoromethyl-1H-pyrazol-1-yl)-phenyl]-(6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-6-yl)-methanone Sodium hydride (60percent suspension in oil, 0.17 g, 4.25 mmol) was washed with hexane, dried under nitrogen and resuspended in dry dimethylformamide (10 mL). 3-trifluoromethyl pyrazole (0.34 g, 2.5 mmol) was added in one portion. After the gas evolution subsided stirring was continued at room temperature. The (6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-6-yl)-(4-fluoro-2-trifluoromethyl-phenyl)-methanone of Example 4, Step B (0.75 g, 1.94 mmol) was added in one portion and the mixture was placed in an oil bath (preheated at 130° C.) overnight. After cooling, the mixture was partitioned between water and ethyl acetate. The organic extracts were dried over sodium sulfate, and evaporated to dryness in vacuo. The residue was crystallized from ethanol to yield the title compound (0.57 g) as an off-white solid, m.p. 127-129° C. NMR (DMSO-d6, 400 MHz): delta4.19 and 5.46 (dd, 2H), 6.54 (m, 1H), 6.70 (m, 1H), 6.80 (m, 1H), 7.02 (m, 1H), 7.07 (m, 1H), 7.29 (m, 1H), 7.61 (m, 1H), 8.00 (m, 1H), 8.05-8.16 (m, 2H), 8.84 (m, 1H), 9.63 (s, 1H, NH) MS (EI, m/z): 503 [M]+ Anal. Calc’d for C24H15F6N5O: C 57.26, H 3.00, N 13.91. Found: C 57.07, H 2.97, N 13.58.

According to the analysis of related databases, 20154-03-4, the application of this compound in the production field has become more and more popular.