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

Base Information

• Chemical Name: 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate
• CAS No.: 1258001-65-8
• Molecular Formula: C₂₁H₂₂F₂N₄O₃
• Molecular Weight: 416.427
• Mol file: 1258001-65-8.mol

Synonyms:1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Chemical Property of 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

There total 10 articles about 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-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:

1-methylcyclopropyl (4-nitrophenyl)carbonate (1046817-22-4) + 4-((2,5-difluorophenoxy)methyl)-1-(piperidin-4-yl)-1H-pyrazole-5-carbonitrile (1258001-67-0) → 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate (1258001-65-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

Reference yield:

tert-butyl 4-(5-bromo-4-ethoxycarbonylpyrazol-1-yl)piperidine-1-carboxylate (1258001-22-7) → 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate (1258001-65-8)

Guidance literature:

Multi-step reaction with 6 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: triethylamine / dichloromethane / 4.5 h / 20 °C

4.1: caesium carbonate / acetonitrile / 15 h / Reflux

5.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 2 h / 20 °C

6.1: triethylamine / dichloromethane / 15 h / 20 °C / Inert atmosphere

With hydrogenchloride; dimethylsulfide borane complex; caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

tert-butyl 4-(5-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (1258001-21-6) → 1-methylcyclopropyl 4-{5-cyano-4-[(2,5-difluorophenoxy)methyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate (1258001-65-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 4.5 h / 65 °C

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

2.2: 0.33 h / 20 °C / Cooling with ice

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

4.1: triethylamine / dichloromethane / 4.5 h / 20 °C

5.1: caesium carbonate / acetonitrile / 15 h / Reflux

6.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 2 h / 20 °C

7.1: triethylamine / dichloromethane / 15 h / 20 °C / Inert atmosphere

With hydrogenchloride; tert.-butylnitrite; dimethylsulfide borane complex; caesium carbonate; triethylamine; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

1-methylcyclopropyl (4-nitrophenyl)carbonate

4-((2,5-difluorophenoxy)methyl)-1-(piperidin-4-yl)-1H-pyrazole-5-carbonitrile

t-butyl 4-hydroxy piperidine-1-carboxylate

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