Category: 5744-40-1

Related Products of 5744-40-1, A common heterocyclic compound, 5744-40-1, name is Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate, molecular formula is C8H12N2O2, 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.

Lithium aluminum hydride(l.OM in tetrahydrofuran, 1.78 mL) solution was added to commercially available ethyl 1,3-dimethyl-l//-pyrazole-5-carboxylate (Jl, 300 mg, 1.78 mmol) in tetrahydrofuran over 5 minat room temperature. The reaction stirred overnight. In succession water (67 |j,L), 15%aqueous sodium hydroxide (202 uL), water (67 |aL) were added. The resulting solid wasfiltered and dried in vacua, then purified by chromatography (3% to 7% methanol indichloromethane) to yield 175 mg of a colorless solid, J2.

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; AMGEN INC.; WO2006/4915; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 5744-40-1, 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. 5744-40-1, name is Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Dissolve ETHYL-3-METHYLPYRAZOLE-5-CARBOXYLATE (1.0893 g, 7.07 mmol) in 10 mL tetrahydrofuran and add it dropwise to a suspension OF SODIUM HYDRIDE (60%) (377. 6 mg, 9.44 mmol) in 10 mL tetrahydrofuran. After 2 hours, quench the reaction with methyl iodide (excess) and stir for an additional 2 hours. Add water to the reaction and remove the tetrahydrofuran in vacuo. Partition the residue between ethyl acetate and brine. Dry the organic layer with magnesium sulfate. Filter and remove the solvent in VACUO to afford 950. 0 mg of crude 2,5-dimethyl-2H-pyrazole-3-carboxylic acid ethyl ester. Dissolve this material (950.0 mg, 5.65 mmol) in 10 mL tetrahydrofuran and add it dropwise to a slurry of lithium alumininum hydride (220.2 mg) in 20 mL tetrahydrofuran at 0 C. After 30 minutes at this temperature, heat the reaction to reflux for 2 hours. Cool the reaction to room temperature and add 20 mL ethyl acetate to the reaction. Add 5N sodium hydroxide to the reaction until a white precipitate appears. Filter the reaction and concentrate the filtrate in vacuo. Partition the residue between ethyl acetate and water. Dry the organic layer with magnesium sulfate. Filter and remove the solvent in vacuo to afford 493.7 mg of crude (2, 5-DIMETHYL-2H-PYRAZOL-3-YL)-METHANOL. Dissolve this crude material (493.7 mg, 3.91 mmol) in 20 mL methylene chloride and add MN02 (1.2939 g, 14.88 mmol) to the reaction mixture. Heat the reaction mixture to reflux and allow it to stir for 16 hours. Cool the reaction and filter it through a pad of celite. Concentrate the filtrate in W . CO to afford 444.5 mg of crude product. Purify via Biotage chromatography (25% ethyl acetate/Hexanes) to afford 138.7 mg of the title compound’H NMR (CDCL3) 8 9. 81 (1 H, s), 6.46 (1 H, s), 3.82 (3 H, s), 2.24 (3 H, S).

The synthetic route of Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/9941; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5744-40-1, The chemical industry reduces the impact on the environment during synthesis 5744-40-1, name is Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate, I believe this compound will play a more active role in future production and life.

d. Alternative synthesis of 1.S-dimethylpyrazole-delta-carboxylic acid; Ethyl-2,4-dioxovalerate (Kg) is added to a solution of methyl hydrazine (L) in ethanol (L) and heated to 6O0C for 18 hours to provide the intermediate 3,5-dimethyl-pyrazole-5- carboxylic acid ethylester.

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, Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2006/48761; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5744-40-1, 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 5744-40-1 as follows.

A suspension of Step 1 intermediate (5.3 g, 31.52 mmol) in aqueous sodium hydroxide (5%, 32 mL) was refluxed for 4 h. The reaction mixture was cooled to 0 C and acidified with cone. HQ till pH 2-3. The precipitated solid was filtered and dried well to obtain 3.67 g of the desired product. lH NMR (300 MHz, CDC13): delta 3.87 (s, 3H), 4.13 (s, 3H), 6.61 (s, 1H), 6.71 (s, 1H).

According to the analysis of related databases, 5744-40-1, the application of this compound in the production field has become more and more popular.