1H-Pyrazole-5-carboxylic acid, 4-formyl-1,3-dimethyl-, ethyl ester

Base Information

• Chemical Name: 1H-Pyrazole-5-carboxylic acid, 4-formyl-1,3-dimethyl-, ethyl ester
• CAS No.: 166313-50-4
• Molecular Formula: C₉H₁₂N₂O₃
• Molecular Weight: 196.206
• Mol file: 166313-50-4.mol

Synonyms:1H-Pyrazole-5-carboxylic acid,4-formyl-1,3-dimethyl-,ethyl ester;

Chemical Property of 1H-Pyrazole-5-carboxylic acid, 4-formyl-1,3-dimethyl-, ethyl ester

Chemical Property:

• PSA: 61.19000
• LogP: 0.71770

Purity/Quality:

Ethyl4-formyl-1,3-dimethyl-1H-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrazole-5-carboxylic acid, 4-formyl-1,3-dimethyl-, ethyl ester

There total 5 articles about 1H-Pyrazole-5-carboxylic acid, 4-formyl-1,3-dimethyl-, ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

ethyl 4-bromomethyl-1,3-dimethylpyrazole-5-ylcarboxylate (166313-49-1) + 4-methylmorpholine N-oxide (7529-22-8) → ethyl 4-formyl-1,3-dimethyl-1H-pyrazole-5-carboxylate (166313-50-4)

Guidance literature:

silica gel; In water; ethyl acetate; acetonitrile;

Reference yield: 30.0%

ethyl 1,3-dimethyl-4-vinyl-1H-pyrazole-5-carboxylate → ethyl 4-formyl-1,3-dimethyl-1H-pyrazole-5-carboxylate (166313-50-4)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; at 0 - 18 ℃; for 14h;

Reference yield:

4-iodo-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester (1019403-26-9) → ethyl 4-formyl-1,3-dimethyl-1H-pyrazole-5-carboxylate (166313-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 14 h / 100 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 18 °C

3: sodium periodate; osmium(VIII) oxide / water; 1,4-dioxane / 14 h / 0 - 18 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium periodate; osmium(VIII) oxide; sodium carbonate; potassium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 4-bromomethyl-1,3-dimethylpyrazole-5-ylcarboxylate

4-methylmorpholine N-oxide

4-iodo-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

ethyl 5-methyl-1H-pyrazole-3-carboxylate