4-Piperidinecarboxamide, N-[4-[4-(methylamino)-3-(1-methylethyl)phenoxy]-2-pyridinyl]-1-(1-methyl ethyl)-

Base Information

• Chemical Name: 4-Piperidinecarboxamide, N-[4-[4-(methylamino)-3-(1-methylethyl)phenoxy]-2-pyridinyl]-1-(1-methyl ethyl)-
• CAS No.: 850713-49-4
• Molecular Formula: C24H34N4O2
• Molecular Weight: 383.494
• Mol file: 850713-49-4.mol

Synonyms:

Chemical Property of 4-Piperidinecarboxamide, N-[4-[4-(methylamino)-3-(1-methylethyl)phenoxy]-2-pyridinyl]-1-(1-methyl ethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Piperidinecarboxamide, N-[4-[4-(methylamino)-3-(1-methylethyl)phenoxy]-2-pyridinyl]-1-(1-methyl ethyl)-

There total 10 articles about 4-Piperidinecarboxamide, N-[4-[4-(methylamino)-3-(1-methylethyl)phenoxy]-2-pyridinyl]-1-(1-methyl ethyl)- 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:

N-{4-[4-(methylamino)3-nitrophenoxy](2-pyridyl)}-[1-(methylethyl)(4-piperidyl)]carboxamide (850713-48-3) → N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-[1-(methylethyl)(4-piperidyl)]carboxamide (850713-49-4)

Guidance literature:

With hydrogen; Lindlar's catalyst; In methanol;

Reference yield:

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate (611225-60-6) → N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-[1-(methylethyl)(4-piperidyl)]carboxamide (850713-49-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide; tetrabutylammomium bromide / water; dichloromethane / 8 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

3.2: 1 h / 0 °C

4.1: sodium azide / water; tetrahydrofuran / 0.75 h / 0 °C

5.1: toluene / 1.5 h / 100 °C

6.1: trifluoroacetic acid / dichloromethane / 3.5 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 60 °C

8.1: palladium 10% on activated carbon; hydrogen / methanol

With sodium azide; palladium 10% on activated carbon; tetrabutylammomium bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: |Curtius Rearrangement;

DOI:10.1021/ml5002272

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → N-{4-[3-amino-4-(methylamino)phenoxy](2-pyridyl)}-[1-(methylethyl)(4-piperidyl)]carboxamide (850713-49-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium tert-butylate / N,N-dimethyl acetamide / 2 h / 20 °C

1.2: 80 °C

2.1: sodium hydroxide; tetrabutylammomium bromide / water; dichloromethane / 8 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

4.2: 1 h / 0 °C

5.1: sodium azide / water; tetrahydrofuran / 0.75 h / 0 °C

6.1: toluene / 1.5 h / 100 °C

7.1: trifluoroacetic acid / dichloromethane / 3.5 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 60 °C

9.1: palladium 10% on activated carbon; hydrogen / methanol

With sodium azide; palladium 10% on activated carbon; potassium tert-butylate; tetrabutylammomium bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene; 6.1: |Curtius Rearrangement;

DOI:10.1021/ml5002272

upstream raw materials:

N-{4-[4-(methylamino)3-nitrophenoxy](2-pyridyl)}-[1-(methylethyl)(4-piperidyl)]carboxamide

tert-butyl 4-(4-amino-3-nitrophenoxy)picolinate

4-hydroxy-2-nitroaniline

tert-butyl 4-(4-(methylamino)-3-nitrophenoxy)picolinate