Category: 14884-01-6

Synthetic Route of 14884-01-6, These common heterocyclic compound, 14884-01-6, name is 4-Methoxy-1H-pyrazole, 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 solution of ethyl 1 -(6-(2-(4-(3-bromopropoxy)-2-methylphenethyl)-5-fluorophenyl)pyridin-2-yl)-5-(trifl uoromethyl)- 1 H-pyrazole-4-carboxylate (see Intermediate12 for prep) (200 mg, 0.315 mmol) in N,N-dimethylformamide (3 mL) was added cesiumcarbonate (154 mg, 0.473 mmol) and 4-methoxy-1H-pyrazole (46.4 mg, 0.473 mmol) and the reaction mixture was heated at 70 00 for 16 hours. The reaction mixture was cooled to room temperature, filtered through celite pad and the solid was washed with EtOAc (3X25 mL). The filtrate was concentrated under reduced pressure. The crude was purified by column chromatography eluting with 25-26% of EtOAc-hexane to afford ethyl 1-(6-(5-fluoro-2-(4-(3-(4-methoxy- 1 H-pyrazol- 1 -yl)propoxy)-2-methylphenethyl)phenyl)pyridin-2- yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (60 mg, 0.069 mmol, 21.79% yield) as a gum. LC/MS: rt=4.29min, mlz=652.32 [M+H]

The synthetic route of 14884-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GOODMAN, Krista B.; KRAUSS, Achim Hans-Peter; LE MONNIER DE GOUVILLE, Anne-Charlotte; DODIC, Nerina; WO2015/33307; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14884-01-6, name is 4-Methoxy-1H-pyrazole, 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 14884-01-6, Product Details of 14884-01-6

A mixture of 23.6 g (0.21 mol) of potassium tert.-butylate, 19.6 g (0.2 mol) of 4-methoxypyrazole (for the preparation, see Archiv der Pharmazie 300 (1967), pages 704-708), 100 ml of tetrahydrofuran and 28.7 g (0.21 mol) of sec.-butyl bromide was stirred at 70 C. for 18 hours. 300 ml of water were then added and the mixture was extracted 3 times with 100 ml of chloroform each time. The combined organic phases were dried over sodium sulphate and evaporated in vacuo. 13.2 g (42% of theory) of 1-sec.-butyl-4-methoxypyrazole were obtained from the residue, by vacuum distillation, in the form of a colorless oil with a boiling point of 60 C./0.2 mm Hg.

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Reference:
Patent; Bayer Aktiengesellschaft; US4382947; (1983); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 14884-01-6, name is 4-Methoxy-1H-pyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 14884-01-6

EXAMPLE 3 STR12 Process variant (a) 3.45 g (0.115 mol) of sodium hydride (80% pure) were introduced into a solution of 12.6 g (0.13 mol) of 4-methoxy-pyrazole in 100 ml of absolute dimethylformamide at room temperature and the mixture was subsequently warmed briefly to 60 C. 21.6 g (0.1 mol) of 3,7-dichloro-benzo-1,2,4-triazine 1-oxide were added in portions to the mixture, which had been cooled to room temperature. After the exothermic reaction had subsided, the mixture was subsequently stirred at 30 to 40 C. for a further 3 hours and the reaction product was then precipitated with water. This product was filtered off, stirred in 150 ml of methanol, filtered off again and dried. 17.3 g of 3-(4-methoxypyrazol-1-yl)-7-chloro-benzo-1,2,4-triazine 1-oxide of melting point 253-255 C. (with decomposition) were obtained, that is to say 62.3% of theory. The compound could be recrystallized from dimethylformamide.

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.

Reference:
Patent; Bayer Aktiengesellschaft; US4239760; (1980); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 14884-01-6, 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 14884-01-6 as follows.

General procedure: A capped set of vials containing a mixture of the requisite pyrazole (0.051 mmol) and W2 (20.0 mg, 0.042 mmol) in dioxane (0.75 ml) was transferred into a glove box under an atmosphere of nitrogen. To each vial vial was added sodium tert-butoxide (12.2 mg, 0.127 mmol) followed by chloro[2-(di-tert-butylphosphino)-2′,4′,6′-triisopropyl-l,r-biphenyl][2-(2- aminoethyl)phenyl)]palladium(II) (2.90 mg, 4.23 muiotaetaomicron). The vials were capped and placed into a preheated aluminum block at 100 C. The mixtures were stirred at that temperature for 24 hours. The vials were removed from the heating block, allowed to cool to RT and removed from the glove box. Water (1 mL) was added to each vial followed by DCM (2 mL). The mixtures were transferred to a Varian Bond Elute resovoir and the organic layer from each vial was drained into a new 2-dram vial. To each of the aqueous layers was added additional DCM (1 mL). The organic layer was again drained into the new set of 2-dram vials. The combined organic layers were dried in vacuo. Each crude residue was redissolved in 1 mL of DMSO and filtered. The crude products were purified by mass triggered preparative HPLC [Waters XBridge C18 column, 5muiotaeta, 19×100 mm, using a gradient range from 25-35% initial to 60- 70% final MeCN (0.1% NH4OH) in water (0.1% NH4OH), 25 mL/min, 12 min run time].

According to the analysis of related databases, 14884-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GILBERT, Eric, J.; CUMMING, Jared, N.; STAMFORD, Andrew, W.; YU, Younong; SCOTT, Jack, D.; ISERLOH, Ulrich; WANG, Lingyan; CALDWELL, John, P.; WO2014/62553; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 14884-01-6, 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. 14884-01-6, name is 4-Methoxy-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Al (150 mg, 0.339 mmol) in acetone (3 mL) was added 4-methoxy-lH- pyrazole (49.8 mg, 0.508 mmol), followed by K2CO3 (93.7 mg, 0.678 mmol). The resulting reaction mixture was stirred at 40C for 16 hrs. To the mixture was added water (10 mL) and extracted with EtOAc (3 x 8 mL). The combined organic phase was concentrated to give a residue, which was purified by preparative HPLC to give compound 37 (10 mg, 7%), [381] 37: 1H NMR (400 MHz, CDCI3) delta 7.28 (s, IH), 7.09 (s, IH), 4.87-4.75 (m, 2H), 3.76 (s, 3H), 3.47-3.31 (m, 2H), 3.28 (s, 3H), 2.56 (t, = 8.8 Hz, IH), 2.17-2.01 (m, 4H), 1.71-1.42 (m, 8H), 1.41-0.92 (m, 12H), 0.91-0.84 (m, 2H), 0.69 (s, 3H). LCMS Rt = 1.256 min in 2 min chromatography, MS ESI calcd. for C27H43N204 [M+H]+ 459, found 459.

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