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

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Chemical Name:(4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-yl)methanone
CAS No.:1227609-52-0
Molecular Formula:C₂₃H₃₃N₃O
Molecular Weight:367.535
Hs Code.:

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

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

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

There total 7 articles about (4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-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: 46.8%

: 108-86-1,52753-63-6
bromobenzene

: 1227610-21-0
(4-cyclobutylpiperazin-1-yl)(7-azaspiro[3.5]nonan-2-yl)methanone

: 1227609-52-0
(4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-yl)methanone

Guidance literature:: With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 110 ℃; for 18h;

Reference yield:

: 147610-98-8
benzyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

: 1227609-52-0
(4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-yl)methanone

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: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 18 h / 110 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; palladium on activated charcoal; potassium tert-butylate; hydrogen; palladium diacetate; sodium hydrogencarbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium bromide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/jm4014828

Reference yield:

: 147610-97-7
benzyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

: 1227609-52-0
(4-cyclobutylpiperazin-1-yl)(7-phenyl-7-azaspiro[3.5]-nonan-2-yl)methanone

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: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 18 h / 110 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; palladium on activated charcoal; potassium tert-butylate; hydrogen; palladium diacetate; sodium hydrogencarbonate; ammonium chloride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium bromide; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/jm4014828