ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate
• CAS No.: 1224172-25-1
• Molecular Formula: C₁₃H₁₃ClN₂O₃
• Molecular Weight: 280.711
• Mol file: 1224172-25-1.mol

Synonyms:ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate

Chemical Property of ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate

There total 4 articles about ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate 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: 77.0%

ethyl 1-(4-chlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate (1156510-03-0) → ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (1224172-25-1)

Guidance literature:

ethyl 1-(4-chlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate; With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 2h;

With sodium hydrogencarbonate; In tetrahydrofuran; at 0 ℃;

Reference yield:

N-4-chlorophenylhydrazine (1073-69-4) → ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (1224172-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate / water / 0.5 h / 20 °C

2: trichlorophosphate / N,N-dimethyl-formamide / 17 h / 0 - 20 °C

3: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C

With sodium tetrahydroborate; sodium acetate; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2015.05.008

Reference yield:

2-oxo-propionic acid ethyl ester (617-35-6) → ethyl 1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylate (1224172-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate / water / 0.5 h / 20 °C

2: trichlorophosphate / N,N-dimethyl-formamide / 17 h / 0 - 20 °C

3: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C

With sodium tetrahydroborate; sodium acetate; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2015.05.008

upstream raw materials:

ethyl 1-(4-chlorophenyl)-4-formyl-1H-pyrazole-3-carboxylate

N-4-chlorophenylhydrazine

2-oxo-propionic acid ethyl ester

2-[(4-chlorophenyl)-hydrazono]-propionic acid ethyl ester

Downstream raw materials:

1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxylic acid

tert-butyl 1-(5-(1-(4-chlorophenyl)-4-(hydroxymethyl)-1H-pyrazole-3-carboxamido)pyridin-2-yl)pyrrolidin-3-yl(methyl)carbamate

tert-butyl 1-(5-(2-(4-chlorophenyl)-6-oxopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)pyridin-2-yl)pyrrolidin-3-yl(methyl)carbamate

2-(4-chlorophenyl)-5-(6-(3-(methylamino)pyrrolidin-1-yl)pyridin-3-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one