(7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone

Base Information

• Chemical Name: (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone
• CAS No.: 1227609-79-1
• Molecular Formula: C₂₄H₃₃N₃O₂
• Molecular Weight: 395.545
• Mol file: 1227609-79-1.mol

Synonyms:(7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone

Chemical Property of (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone

There total 7 articles about (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone 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: 33.6%

(4-cyclobutylpiperazin-1-yl)(7-azaspiro[3.5]nonan-2-yl)methanone (1227610-21-0) + benzoyl chloride (98-88-4) → (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone (1227609-79-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 72h;

Reference yield:

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-98-8) → (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone (1227609-79-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 1 h / -78 - 20 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C

2.1: sodium hypochlorite; sodium hydrogencarbonate; sodium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane; water / 2 h

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h

4.1: hydrogen; palladium on activated charcoal / ethanol / 4 h / 2585.81 Torr

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; palladium on activated charcoal; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium bromide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm4014828

Reference yield:

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (147610-97-7) → (7-benzoyl-7-azaspiro[3.5]nonan-2-yl)(4-cyclobutylpiperazin-1-yl)methanone (1227609-79-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: zinc; ammonium chloride / methanol / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran; tert-butyl alcohol / 1 h / -78 - 20 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C

3.1: sodium hypochlorite; sodium hydrogencarbonate; sodium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane; water / 2 h

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h

5.1: hydrogen; palladium on activated charcoal / ethanol / 4 h / 2585.81 Torr

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; palladium on activated charcoal; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium bromide; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm4014828

upstream raw materials:

(4-cyclobutylpiperazin-1-yl)(7-azaspiro[3.5]nonan-2-yl)methanone

benzoyl chloride

benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate