4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide

Base Information

• Chemical Name: 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide
• CAS No.: 1258001-71-6
• Molecular Formula: C₁₇H₁₈FN₅O₂
• Molecular Weight: 343.361
• Mol file: 1258001-71-6.mol

Synonyms:4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide

Chemical Property of 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide

There total 10 articles about 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide 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:

tert-butyl 4-(4-((4-carbamoyl-2-fluorophenoxy)methyl)-5-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate (1258001-70-5) → 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide (1258001-71-6)

Guidance literature:

tert-butyl 4-(4-((4-carbamoyl-2-fluorophenoxy)methyl)-5-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With ammonia; In methanol; dichloromethane; water;

Reference yield:

tert-butyl 4-(5-bromo-4-ethoxycarbonylpyrazol-1-yl)piperidine-1-carboxylate (1258001-22-7) → 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide (1258001-71-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 15 h / 0 - 20 °C / Reflux

1.2: 0.33 h / 20 °C / Cooling with ice

2.1: N,N-dimethyl-formamide / 4 h / 165 °C

3.1: triphenylphosphine; diethylazodicarboxylate / 1,4-dioxane / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With dimethylsulfide borane complex; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

3-fluoro-4-hydroxybenzonitrile (405-04-9) → 4-((5-cyano-1-(piperidin-4-yl)-1H-pyrazol-4-yl)methoxy)-3-fluorobenzamide (1258001-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / ethanol / 16 h / Reflux

2: triphenylphosphine; diethylazodicarboxylate / 1,4-dioxane / 20 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With triphenylphosphine; trifluoroacetic acid; potassium hydroxide; diethylazodicarboxylate; In 1,4-dioxane; ethanol; dichloromethane;

upstream raw materials:

tert-butyl 4-(4-((4-carbamoyl-2-fluorophenoxy)methyl)-5-cyano-1H-pyrazol-1-yl)piperidine-1-carboxylate

3-fluoro-4-hydroxybenzonitrile

t-butyl 4-hydroxy piperidine-1-carboxylate

tert-butyl 4-(5-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

Downstream raw materials:

1-methylcyclopropyl 4-{4-[(4-carbamoyl-2-fluorophenoxy)methyl]-5-cyano-1H-pyrazol-1-yl}piperidine-1-carboxylate