9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine

Base Information

• Chemical Name: 9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine
• CAS No.: 76272-56-5
• Molecular Formula: C9H18N2
• Molecular Weight: 154.255
• Hs Code.: 2921490090
• European Community (EC) Number: 836-871-6
• Mol file: 76272-56-5.mol

Synonyms:9-methyl-9-azabicyclo(3.3.1)nonan-3-amine;granatamine

Chemical Property of 9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine

Chemical Property:

• Appearance/Colour: Pale yellow oil
• Vapor Pressure: 0.545mmHg at 25°C
• Melting Point: 72.1oC
• Refractive Index: 1.517
• Boiling Point: 200.9 °C at 760 mmHg
• PKA: 11.09±0.40(Predicted)
• Flash Point: 72.1 °C
• PSA: 29.26000
• Density: 0.968 g/cm³
• LogP: 1.59860
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.146998583
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99%min ^*data from raw suppliers

Endo-3-amino-9-methyl-9-azabicyclo[3.3.1]nonane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCCC1CC(C2)N
• Uses: Granisetron impurity E. An intermediate of Granisetron Granisetron impurity E. An intermediate of Granisetron.

Technology Process of 9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine

There total 12 articles about 9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine 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: 93.0%

9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime (6164-67-6,96400-81-6) → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

With ammonia; rhodium; In methanol;

Reference yield: 89.5%

C9H18N2*ClH (135906-03-5,906081-58-1) → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

With sodium hydrogencarbonate; In tert-butyl methyl ether; water; for 2h;

Reference yield: 80.0%

9-methyl-9-azabicyclo[3.3.1]nonan-3-one oxime → endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5)

Guidance literature:

9-methyl-9-azabicyclo[3.3.1]nonan-3-one oxime; With lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; at 30 - 40 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 10 - 30 ℃;

DOI:10.1021/jm901827x

upstream raw materials:

9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime

Glutaraldehyde

C₉H₁₈N₂*ClH

pseudopelletierine

Downstream raw materials:

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-N'-(2-methyoxyphenyl)urea

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-N'-phenylurea

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide

C₂₄H₂₈N₄O₃

Refernces

• 1、 Vishnu, Eda V.R.,Joseph, Suju,Srinivasana, Abayee K.,Gania, Ramesh S.,Reddy, Govindabur R.,Rao, Patakokila V.,Dahanukara, Vilas H.,Ramanatham, Josyula,Devanna, Nayakanti. "Efficient syntheses of exo-granisetron hydrochloride and other potential impurities present in granisetron hydrochloride, an anti-emetic drug". experimental part. p. 722 - 727. Retrieved 2012/05/04.
• 2、 -. "Process for the production of aminoazobicycloalkanes from oximes". . . Retrieved 2008/06/13.