4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile

Base Information

• Chemical Name: 4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile
• CAS No.: 352445-68-2
• Molecular Formula: C16H21N3
• Molecular Weight: 255.363
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30579971
• Wikidata: Q82470665
• Mol file: 352445-68-2.mol

Synonyms:4-(3,9-diazaspiro[5.5]undecan-3-yl)benzonitrile;352445-68-2;MEPENZOLATEBROMIDE;SCHEMBL1779898;DTXSID30579971;J-513358

Chemical Property of 4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile

Chemical Property:

• PSA: 39.06000
• LogP: 2.92208
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 255.173547683
• Heavy Atom Count: 19
• Complexity: 332

Purity/Quality:

98%min ^*data from raw suppliers

4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC12CCN(CC2)C3=CC=C(C=C3)C#N

Technology Process of 4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile

There total 4 articles about 4-(3,9-Diazaspiro[5.5]undecan-3-yl)benzonitrile 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:

9-(4-cyano-phenyl)-3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester → 4-(3,9-diaza-spiro[5.5]undec-3-yl)-benzonitrile (352445-68-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(01)00215-3

Reference yield:

tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (173405-78-2) → 4-(3,9-diaza-spiro[5.5]undec-3-yl)-benzonitrile (352445-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd₂(dba)3; S-BINAP; t-BuONa / toluene; CHCl₃ / 85 °C

2: TFA / CH₂Cl₂

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); trifluoroacetic acid; sodium t-butanolate; In dichloromethane; chloroform; toluene;

DOI:10.1016/S0960-894X(01)00215-3

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → 4-(3,9-diaza-spiro[5.5]undec-3-yl)-benzonitrile (352445-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd₂(dba)3; S-BINAP; t-BuONa / toluene; CHCl₃ / 85 °C

2: TFA / CH₂Cl₂

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); trifluoroacetic acid; sodium t-butanolate; In dichloromethane; chloroform; toluene;

DOI:10.1016/S0960-894X(01)00215-3

upstream raw materials:

4-bromobenzenecarbonitrile

tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate

4-fluorobenzonitrile