3-Oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile

Base Information

• Chemical Name: 3-Oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile
• CAS No.: 90006-89-6
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.18
• NSC Number: 673919
• DSSTox Substance ID: DTXSID301247842
• ChEMBL ID: CHEMBL1984259
• Mol file: 90006-89-6.mol

Synonyms:3-oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile;90006-89-6;NSC673919;8-Azabicyclo[3.2.1]octane-8-carbonitrile, 3-oxo-;8-Cyano-8-azabicyclo[3.2.1]octan-3-one;CHEMBL1984259;SCHEMBL21598144;DTXSID301247842;NSC-673919;NCI60_026168;E88408;EN300-1268752

Chemical Property of 3-Oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile

Chemical Property:

• Melting Point: 116.5 - 117 °C (diethyl ether)
• PSA: 44.10000
• LogP: 0.60128
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2CC(=O)CC1N2C#N

Technology Process of 3-Oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile

There total 3 articles about 3-Oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile 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:

bromocyane (506-68-3) + 8-azabicyclo[3.2.1]octan-3-one trifluoroacetic acid salt → 3-oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile (90006-89-6)

Guidance literature:

With water; sodium hydrogencarbonate; In dichloromethane; at 0 - 27 ℃; for 16h;

Reference yield:

bromocyane (506-68-3) + tropinone (532-24-1) → 3-oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile (90006-89-6)

Guidance literature:

With benzene; anfangs bei 50grad;

DOI:10.1021/ja01142a005

Reference yield:

Boc-tropinone (185099-67-6) → 3-oxo-8-azabicyclo[3.2.1]octane-8-carbonitrile (90006-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 0 - 27 °C

2: sodium hydrogencarbonate; water / dichloromethane / 16 h / 0 - 27 °C

With water; sodium hydrogencarbonate; In dichloromethane;

upstream raw materials:

bromocyane

tropinone

Boc-tropinone

Refernces

• 1、 -. "OXADIAZOLES AS AGONISTS OF THE MUSCARINIC M1 AND/OR M4 RECEPTOR". Page/Page column 47; 60-61. . Retrieved 2020/01/11.