N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide

Base Information

• Chemical Name: N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide
• CAS No.: 1416984-93-4
• Molecular Formula: C₂₁H₃₂Cl₂N₄O₃
• Molecular Weight: 459.416
• Mol file: 1416984-93-4.mol

Synonyms:N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide

Chemical Property of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide

There total 6 articles about N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide 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: 52.0%

3,5-dichloro-N-((4-(hydroxymethyl)piperidin-4-yl)methyl)benzamide hydrochloride (1416984-94-5) + 1-(tert-butyl)-3-(2-chloroethyl)urea (13908-02-6) → N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide (1416984-93-4)

Guidance literature:

With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 100 ℃; for 5.5h;

DOI:10.1016/j.bmcl.2012.10.140

Reference yield:

1-(tert-butyl) 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate (1016258-66-4) → N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide (1416984-93-4)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 28 °C / Inert atmosphere

2: ammonia; hydrogen / methanol / 55 °C

3: pyridine / dichloromethane / 0.33 h / 0 - 20 °C

4: sodium hydroxide / methanol; water

5: hydrogenchloride; acetyl chloride / ethanol / 1.67 h / 20 - 50 °C / Cooling with ice

6: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 5.5 h / 100 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; ammonia; hydrogen; potassium carbonate; acetyl chloride; sodium iodide; sodium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.10.140

Reference yield:

tert-butyl 4-((3,5-dichlorobenzamido)methyl)-4-(hydroxymethyl)piperidine-1-carboxylate (1416984-84-3) → N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichlorobenzamide (1416984-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; acetyl chloride / ethanol / 1.67 h / 20 - 50 °C / Cooling with ice

2: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 5.5 h / 100 °C

With hydrogenchloride; potassium carbonate; acetyl chloride; sodium iodide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.10.140

upstream raw materials:

1-(tert-butyl) 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate

tert-butyl 4-cyano-4-(hydroxymethyl) piperidine-1-carboxylate

tert-butyl 4-(aminomethyl)-4-(hydroxymethyl)piperidine-1-carboxylate

tert-butyl 4-((3,5-dichlorobenzamido)methyl)-4-(hydroxymethyl)piperidine-1-carboxylate