2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide

Base Information

• Chemical Name: 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide
• CAS No.: 119878-33-0
• Molecular Formula: C₁₉H₂₆Cl₂N₂O
• Molecular Weight: 369.334
• Mol file: 119878-33-0.mol

Synonyms:2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide

Chemical Property of 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide

There total 10 articles about 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide 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: 87.0%

3,4-dichlorophenyl acetic acid (5807-30-7) + N,1-dimethyl-1-azaspiro<4.5>decan-10-amine (119878-17-0) → 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide (119878-33-0)

Guidance literature:

With 1,1'-carbonyldiimidazole; In dichloromethane; for 2h;

DOI:10.1021/jm00126a019

Reference yield:

3-(cyclohexa-1,4-dien-1-yl)propan-1-amine (21797-84-2) → 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide (119878-33-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 62 g / pyridine / 18 h / Ambient temperature

2: 76 percent / H₂ / tris(triphenylphosphine)rhodium(I) chloride / tetrahydrofuran / 24 h / 760 Torr

3: 60 percent / m-chloroperbenzoic aicd / CH₂Cl₂ / 18 h / Ambient temperature

4: 70 percent / BF₃*Et₂O / CH₂Cl₂ / a) -78 deg C, 3.5 h, b) -78 deg C to r.t.

5: 100 percent / pyridinium chlorochromate / CH₂Cl₂ / 18 h

6: 89 percent / pyridine / 18 h

7: 1.3 g / LAH / tetrahydrofuran / 5 h / Ambient temperature

8: 97 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

9: 78 percent / LAH / tetrahydrofuran / 1.5 h / Ambient temperature

10: 87 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 2 h

With pyridine; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; Wilkinson's catalyst; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00126a019

Reference yield:

benzyl N-<3-(1,4-cyclohexadien-1-yl)propyl>carbamate (119878-56-7) → 2-(3,4-Dichloro-phenyl)-N-methyl-N-((5S,6R)-1-methyl-1-aza-spiro[4.5]dec-6-yl)-acetamide (119878-33-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 76 percent / H₂ / tris(triphenylphosphine)rhodium(I) chloride / tetrahydrofuran / 24 h / 760 Torr

2: 60 percent / m-chloroperbenzoic aicd / CH₂Cl₂ / 18 h / Ambient temperature

3: 70 percent / BF₃*Et₂O / CH₂Cl₂ / a) -78 deg C, 3.5 h, b) -78 deg C to r.t.

4: 100 percent / pyridinium chlorochromate / CH₂Cl₂ / 18 h

5: 89 percent / pyridine / 18 h

6: 1.3 g / LAH / tetrahydrofuran / 5 h / Ambient temperature

7: 97 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

8: 78 percent / LAH / tetrahydrofuran / 1.5 h / Ambient temperature

9: 87 percent / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 2 h

With pyridine; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; Wilkinson's catalyst; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00126a019

upstream raw materials:

3,4-dichlorophenyl acetic acid

N,1-dimethyl-1-azaspiro<4.5>decan-10-amine

3-(cyclohexa-1,4-dien-1-yl)propan-1-amine

ethyl N-(1-methyl-1-azaspiro<4.5>decan-10-yl)carbamate