Month: October 2020

5334-43-0, 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. 5334-43-0, name is 5-Amino-1-phenyl-1H-pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below.

General procedure: Equimolar portionsof the intermediate compounds 1 (1 mmol) and the intermediatecompounds 3 (1 mmol) were dissolved in approximately 8 mL ofethanol. The reaction solution was allowed to stir at 80 8C for 2 huntil the reaction was complete. The reaction was monitored byTLC. Mostly, a precipitate formed and was then collected by suctionfiltration.

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.

Adding some certain compound to certain chemical reactions, such as: 3469-69-0, name is 4-Iodopyrazole, 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 3469-69-0. 3469-69-0

To a stirred solution of 4-iodopyrazole (5.0 g, 25.8 mmol) in dichloromethane (10 mL) was added TsOH H2O (0.5 g, 2.9 mmol) and 3,4-dihydro-2h-pyran (4.5 g, 53.5 mmol). The resulting mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo. The residue was purified by silica gel column eluted ethyl acetate/petroleum ether (1:3) to afford desired product 4-iodo-1-tetrahydropyran-2-yl-pyrazole (7 g, 93% yield) as a colorless oil. LCMS (ESI): [M-84+H]+=195.1.

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 4-Iodopyrazole.

35277-02-2, Name is 4-Fluoro-1H-pyrazole, 35277-02-2, 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.

To a solution of [3-[2-(9-cyano-3,5- dihydro-2H-pyrido[3,4-f][l,4]oxazepin-4-yl)-l,l-dimethyl-2-oxo-ethyl]cyclobutyl] methanesulfonate (200 mg, 0.51 mmol) and 4-fluoro-lH-pyrazole (88 mg, 1.02 mmol) in DMF (2 mL) was added CS2CO3 (331 mg, 1.02 mmol) at 25 C, and then the solution was stirred at 100 C for 12 h. The reaction mixture was partitioned between DCM/i-PrOH (v:v = 3 : 1, 3 x 10 mL) and water (5 mL). The organic phase was separated, washed with brine (5 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by prep-HPLC with the following conditions: column: Xtimate C18 150 25 mm 5 muiotaeta; mobile phase: [water (10 mM H4HC03)-ACN]; B%: 30%-50% over 10.5 min. to provide the title compound as a light yellow oil. LCMS: m/z = 384.4 [M+H]+.

Statistics shows that 4-Fluoro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 35277-02-2.

Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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. 83-10-3

Step 2) 4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)picolinamide To a suspension of 4-((6-aminopyridin-3-yl)oxy)picolinamide (230 mg, 1 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (237 mg, 1.02 mmol) in DCM (5 mL) was added EDCI (230 mg, 1.2 mmol) and HOAT (27 mg, 0.2 mmol). The reaction was stirred at 45 C. for 28 hours, then cooled to rt and diluted with water (10 mL) and DCM (20 mL). The organic phase was concentrated in vacuo and the residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1) to give the title compound as a light grey solid (111 mg, 25%). MS (ESI, pos. ion) m/z: 445.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta (ppm) 2.72 (s, 3H), 3.33 (s, 3H), 7.20-7.22 (dd, J=2.64 Hz, 5.64 Hz, 1H), 7.43-7.46 (m, 3H), 7.52-7.54 (m, 1H), 7.58-7.62 (m, 2H), 7.72 (s, 1H), 7.75-7.78 (dd, J=2.88 Hz, 8.96 Hz, 1H), 8.13 (s, 1H), 8.27-8.28 (d, J=2.68 Hz, 1H), 8.34-8.36 (d, J=9.08 Hz, 1H), 8.52-8.54 (d, J=5.6 Hz, 1H), 11.26 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 83-10-3, its application will become more common.

35277-02-2, 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 35277-02-2 as follows.

[0129] To a solution of 2-bromo-1-[4-methylphenyl]propan-1-one (IV-2) (commercially available, purity 90%, 1.60 g, 6.34 mmol) in acetonitrile (45 mL) was added successively anhydrous potassium carbonate (1.05 g, 7.61 mmol) and 4-fluoro-1H-pyrazole (546 mg, 6.34 mmol). After stirring at room temperature overnight, the reaction mixture was filtered and concentrated under reduced pressure.Purification of the residue by flash chromatography on silica (cyclohexane/ethyl acetate, 98/2 to 70/3 0) provided 2-(4-fluoro- 1 H-pyrazol- 1 -yl)- 1- [4-methylphenyl]propan- 1-one (v-2) (purity 98%, 1.37 g, 91%). ?H NMR (400 MHz, DMSO-d6) 1.60 (d, 3H), 2.37 (s, 3H), 6.14 (q, 1H), 7.33 (d, 2H), 7.44 (d, 1H), 7.87 (d, 2H), 8.06 (d, 1H).

According to the analysis of related databases, 4-Fluoro-1H-pyrazole, the application of this compound in the production field has become more and more popular.

4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, 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.

To a solution of 5-iodo-lH-pyrazole (0.2 g, 1.03 mmol) in dimethyl acetamide (3 ml) at 0C under argon was added sodium hydride 60% dispersion in mineral oil (41.2 mg, 1.03 mmol) in one portion. After stirring at 0C for 15 min, l-(bromomethyl)-4-methoxybenzene (207 mg, 1.03 mmol) was added in one portion. The cooling bath was removed and the mixture was stirred at room temperature for 17 hours. The mixture was diluted with ethyl acetate, and washed with water. The aqueous phase was back extracted with ethyl acetate. The combined organics were washed with water, dried over MgS04, filtered and evaporated. The residue was purified with flash column chromatography on silica eluting with a gradient formed from heptane and ethyl acetate (0 to 50 %) to provide the title compound as a colorless viscous oil (270 mg, 83 %). MS (m/e): 315.1 (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 3-Iodo-1H-pyrazole, its application will become more common.

5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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. 5932-27-4

General procedure: To a suspension of NaH (60percent) (229 mg, 1.91 mmol) in DMF (10 mL) under nitrogen atmosphere a solution of Preparation 21 (660 mg, 1.91 mmol) in DMF (8 mL) was added. The mixture was stirred at room temperature for 30 min and then ethyl 2-bromo-2,2-difluoroacetate (586 muL, 3.81 mmol) in DMF (8 mL) was added and the reaction mixture stirred overnight at r.t. Solvent was removed and the residue was dissolved in ethyl acetate, washed with water and brine, dried over magnesium sulphate and concentrated. The crude was purified according to the General Purification Method to give the desired compound (10percent yield). LRMS: m/z 469 (M+1)+ Retention time: 7.77 min (Method B); Obtained (35percent) from Preparation 172 and iodoethane following the procedure described in Preparation 23, using dioxane as solvent. LRMS: m/z 169 (M+1)+ Retention time: 2.40 min (Method A) 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.38 (t, J=7.23 Hz, 3 H) 1.44 (t, J=7.23 Hz, 3 H) 4.35 (q, J=7.16 Hz, 2 H) 4.61 (q, J=7.29 Hz, 2 H) 6.83 (d, J=1.95 Hz, 1 H) 7.48 (d, J=1.95 Hz, 1 H).

Statistics shows that 5932-27-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 1H-pyrazole-3-carboxylate.

16034-46-1, Name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 16034-46-1, 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.

To a solution of tert-butyl [4-methyl-2-(3-methylbenzyl)-1,3-thiazol-5-yl]carbamate (300 g, 0.942 mmol) obtained in Example 221-D) in ethanol (2 mL) was added dropwise concentrated hydrochloric acid (0.670 mL) at room temperature, and the mixture was stirred at 50C for 1.5 hr. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution, adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in DMA (9 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (143 mg, 1.13 mmol), HATU (430 mg, 1.13 mmol) and DIEA (0.0778 mL, 0.471 mmol) were added at room temperature. The reaction mixture was stirred at 60C for 5 hr, water and 0.1N hydrochloric acid were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)], and crystallized from ethyl acetate-hexane to give the title compound (116 mg) as colorless crystals (yield 38%). MS (ESI+): [M+H]+ 327. 1H NMR (300 MHz, DMSO-d6) delta 2.29 (6H, s), 4.04 (3H, s), 4.16 (2H, s), 7.03-7.16 (4H, m), 7.18-7.27 (1H, m), 7.53 (1H, d, J = 1.9 Hz), 10.47 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16034-46-1.

Adding a certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-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 5334-40-7, 5334-40-7

Thionyl chloride (3.8 ml, 52.5 mmol) was added cautiously to a stirred, ice-cold mixture of 4-nitropyrazole-3-carboxylic acid (7.5 g, 47.7 mmol) in MeOH (150 ml), the mixture stirred at ambient temperature for 1 hour then heated at reflux for 3 hours. The reaction mixture was cooled, evaporated in vacuo then azeotroped with toluene to give 4-nitro-lH-pyrazole-3-carboxylic acid ethyl ester (8.8 g).

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, 4-Nitro-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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. 112758-40-4

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 mixture of l-(2-fluoro-6-nitro-phenyl)-3 -methyl- lH-pyrazole-4-carbaldehyde (620 mg; 2.49 mmol) (as major compound in a mixture of regioisomers in the pyrazole) and Iron (1.40 g) in ethanol (5.1 mL) and water (5.1 mL) with few drops of acetic acid is heated at 90C for 2h. After that time, it is filtered over celite, and eluted with more ethanol. Mixture is concentrated under vacuum, basified with sodium bicarbonate (saturated aqueous solution) and extracted with dichloromethane. Organic layer is decanted, dried over magnesium sulfate and solvent evaporated under reduced pressure to give 500 mg of the title compound, as major product in a mixture of regioisomers in the pyrazole, that is used without further purification. MS (m/z): 220 (M+l).

The synthetic route of 112758-40-4 has been constantly updated, and we look forward to future research findings.