1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine

Base Information

• Chemical Name: 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine
• CAS No.: 126766-46-9
• Molecular Formula: C₂₄H₂₉Cl₂N₃O
• Molecular Weight: 446.42
• Mol file: 126766-46-9.mol

Synonyms:1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine

Chemical Property of 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine

There total 7 articles about 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine 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: 46.0%

pyrrolidine (123-75-1) + 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-piperazinecarboxaldehyde (126766-45-8) → 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine (126766-46-9)

Guidance literature:

With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In methanol; for 18h;

DOI:10.1021/jm00067a004

Reference yield:

ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate (149648-70-4) → 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine (126766-46-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / H₂ / 5percent Pd/C / ethanol / 24 h / Ambient temperature

2: 67 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

3: 1.) 1,1'-carbonyldiimidazole / 1.) dichloromethane, RT, 1 h, 2.) dichloromethane, RT, 18 h

4: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) Et₃N / 1.) dichloromethane, -60 deg C, 2.5 h, 2.) dichloromethane, from -60 deg C to -20 deg C

5: 46 percent / 3A molecular sieves, HCl, NaBH₃CN / methanol / 18 h

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; 3 A molecular sieve; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00067a004

Reference yield:

N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0) → 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine (126766-46-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / acetonitrile / 6 h / Heating

2: 88 percent / H₂ / 5percent Pd/C / ethanol / 24 h / Ambient temperature

3: 67 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

4: 1.) 1,1'-carbonyldiimidazole / 1.) dichloromethane, RT, 1 h, 2.) dichloromethane, RT, 18 h

5: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) Et₃N / 1.) dichloromethane, -60 deg C, 2.5 h, 2.) dichloromethane, from -60 deg C to -20 deg C

6: 46 percent / 3A molecular sieves, HCl, NaBH₃CN / methanol / 18 h

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; 3 A molecular sieve; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetonitrile;

DOI:10.1021/jm00067a004

upstream raw materials:

pyrrolidine

1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-piperazinecarboxaldehyde

3,4-dichlorophenyl acetic acid

ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate

Downstream raw materials:

1-[(3,4-dichlorophenyl)acetyl]-2-(R)-[(1-pyrrolidinyl)methyl] piperazine