3-Aminoquinuclidine monohydrochloride

Base Information

• Chemical Name: 3-Aminoquinuclidine monohydrochloride
• CAS No.: 6530-09-2
• Molecular Formula: C7H14N2^.2(HCl)
• Molecular Weight: 199.123
• Hs Code.: 29333990
• NSC Number: 93906
• Mol file: 6530-09-2.mol

Synonyms:1-azabicyclo[2.2.2]octan-3-amine;hydrochloride;1-azoniabicyclo[2.2.2]octan-3-ylazanium;dichloride;3-aminoquinuclidine monohydrochloride;Quinuclidine, dihydrochloride;SCHEMBL348634;3-aminoquinuclidine hydrochloride;quinuclidin-3-amine hydrochloride;KHAKFKRESWHJHB-UHFFFAOYSA-N;NSC93906;NSC-93906;AKOS030698830;SB17548;SB45315;WLN: T66 A B CNTJ AZ &GH &GH;Z56985142

Chemical Property of 3-Aminoquinuclidine monohydrochloride

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 1.83mmHg at 25°C
• Melting Point: 321-323 °C (dec.)(lit.)
• Boiling Point: 165.9 °C at 760 mmHg
• Flash Point: 51.1 °C
• PSA: 29.26000
• Density: 1.06 g/cm3
• LogP: 2.28150
• Storage Temp.: Refrigerator
• Solubility.: Methanol, Water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.0923762
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

3-Aminoquinuclidine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN2CCC1C(C2)N.Cl
• Uses: An intermediate in the preparation of Azasetron.

Technology Process of 3-Aminoquinuclidine monohydrochloride

There total 26 articles about 3-Aminoquinuclidine monohydrochloride 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: 85.0%

(3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride (120570-09-4,124808-82-8,128311-06-8) → (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In propan-1-ol; water; at 40 ℃;

DOI:10.1080/00397919608003556

Reference yield: 70.0%

(3R)-3-<(S)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride (120570-09-4,124808-82-8,128311-06-8) → (3R)-quinuclidin-3-amine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; water; at 50 ℃; for 4h; under 760 Torr;

DOI:10.1080/00397919208021320

Reference yield: 25.0%

N-<(3S)-3-quinuclidinyl> phthalimide (142999-65-3) → (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Heating;

DOI:10.1080/00397919208021320

upstream raw materials:

3-acetamido-1-azabicyclo<2.2.2>octane

3-acetamido-1-azabicyclo<2.2.2>oct-2-ene

3-(thioindazolidinone)-1-azobicyclo<2.2.2>octane

N-<(3S)-3-quinuclidinyl> phthalimide

Downstream raw materials:

N-((3R)-1-azabicyclo[2.2.2]oct-3-yl)-1,3-benzodioxole-5-carboxamide 4-methylbenzenesulfonate

1-(1-azabicyclo[2.2.2]oct-3-yl)-3-(5-phenyl-1,3-thiazol-4-yl) urea hydrochloride

(+/-)-N-(1-azabicyclo[2.2.2]oct-3-yl)-4-methoxy-2-nitrobenzamide

N-(1-azabicyclo[2.2.2]octan-3-yl)-6-oxo-1-phenyl-3-pyridinecarboxamide

Refernces

• 1、 De Paulis,Hewlett,Schmidt,Mason,Trivedi,Ebert. "Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl]benzamide and its 5-halogen-2-alkoxyl homologues". . p. 385 - 396. Retrieved 2007/10/03.
• 2、 Masjedizadeh, Mohammad R.,Parnes, Howard. "Synthesis of tritium labelled (R) and (S)-3-aminoquinuclidine: A ubiquitous component of serotonin receptor ligands, part I". . p. 41 - 51. Retrieved 2007/10/03.