N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide

Base Information

• Chemical Name: N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide
• CAS No.: 155551-42-1
• Molecular Formula: C₂₁H₂₅Cl₂N₃O
• Molecular Weight: 406.355
• Mol file: 155551-42-1.mol

Synonyms:N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide

Chemical Property of N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide

There total 6 articles about N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide 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: 100.0%

2-(3,4-dichlorophenyl)-N-methyl-N-[(1S)-1-(3-nitrophenyl)-2-(pyrrolidin-1-yl)ethyl]acetamide (155512-51-9) → N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide (155551-42-1)

Guidance literature:

With hydrazine; nickel; In ethanol; at 55 ℃; for 2.5h;

DOI:10.1021/jm00052a008

Reference yield:

3,4-dichlorophenyl acetic acid (5807-30-7) → N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide (155551-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 2.5 h / 76 °C

2: 1.) conc. H₂SO₄, conc. HNO₃, 2.) Et₃N / 1.) 45 min, 2.) CH₂Cl₂, 25 deg C, 21 h

3: 100 percent / hydrazine / Raney Ni / aq. ethanol / 2.5 h / 55 °C

With thionyl chloride; sulfuric acid; nitric acid; triethylamine; hydrazine; nickel; In ethanol;

DOI:10.1021/jm00052a008

Reference yield:

2-(3,4-dichlorophenyl)acetyl chloride (6831-55-6) → N-[(1S)-1-(3-aminophenyl)-2-(pyrrolidin-1-yl)ethyl]-2-(3,4-dichlorophenyl)-N-methylacetamide (155551-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) conc. H₂SO₄, conc. HNO₃, 2.) Et₃N / 1.) 45 min, 2.) CH₂Cl₂, 25 deg C, 21 h

2: 100 percent / hydrazine / Raney Ni / aq. ethanol / 2.5 h / 55 °C

With sulfuric acid; nitric acid; triethylamine; hydrazine; nickel; In ethanol;

DOI:10.1021/jm00052a008

upstream raw materials:

2-(3,4-dichlorophenyl)-N-methyl-N-[(1S)-1-(3-nitrophenyl)-2-(pyrrolidin-1-yl)ethyl]acetamide

3,4-dichlorophenyl acetic acid

2-(3,4-dichlorophenyl)acetyl chloride

(1S)-N-methyl-1-phenyl-2-(pyrrolidin-1-yl)ethanamine

Downstream raw materials:

2-(3,4-dichlorophenyl)-N-methyl-N-<(1S)-1-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl>acetamide

(S)-3-tert-Butoxycarbonylamino-N-[3-((S)-1-{[2-(3,4-dichloro-phenyl)-acetyl]-methyl-amino}-2-pyrrolidin-1-yl-ethyl)-phenyl]-succinamic acid benzyl ester