120570-05-0

Basic information

• Product Name: (S)-quinuclidin-3-aMine
• Synonyms: (S)-quinuclidin-3-aMine;(S)-1-Aza-bicyclo[2.2.2]oct-3-ylamine;(3S)-1-azabicyclo[2.2.2]octan-3-amine;1-Azabicyclo[2.2.2]octan-3-amine, (S)-
• CAS NO: 120570-05-0
• Molecular Formula: C₇H₁₄N₂
• Molecular Weight: 126.19946
• Mol File: 120570-05-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 165.9°C at 760 mmHg
• Flash Point: 51.1°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.83mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: 2-8°C(protect from light)
• PKA: 10.58±0.33(Predicted)
• CAS DataBase Reference: (S)-quinuclidin-3-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-quinuclidin-3-aMine(120570-05-0)
• EPA Substance Registry System: (S)-quinuclidin-3-aMine(120570-05-0)

Safety Data

• Hazardous Substances Data: 120570-05-0(Hazardous Substances Data)

Usage

Uses

(3S)-Aminoquinuclidine is an intermediate used in the synthesis of Palonosetron-3-ene Hydrochloride (P165825), which is an impurity of Palonosetron (P165800), a serotonin 5-HT3 receptor antagonist used in the prevention and treatment of chemotherapy-induced nausea and vomiting (CINV). Antiemetic.

InChI:InChI=1/C7H14N2/c8-7-5-9-3-1-6(7)2-4-9/h6-7H,1-5,8H2/t7-/m1/s1

Upstream product

• 16205-47-3 7-methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid 
• 6530-09-2 (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride 
• 123194-01-4 3-amino-1-azabicyclo<2.2.2>octane-3-carbonitrile 

Downstream Products

• 193882-52-9 5-chloro-2-methoxy-N-(1-azabicyclo<2.2.2>oct-3-yl)benzamide 
• 124808-64-6 N-[[[1-Azabicyclo[2.2.2]octan-3-yl] amino]carbonyl]-2-methylbenzamide 
• 124808-59-9 N-[[[1-azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-fluorobenzamide 
• 124808-43-1 N-[[[1-azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-methoxybenzamide 
• 138572-71-1 5-chloro-3-cyclohexyl-2-isobutoxy-N-(1-azabicyclo<2.2.2>oct-3-yl)benzamide 
• 138572-73-3 N-(1-Aza-bicyclo[2.2.2]oct-3-yl)-5-chloro-3-cyclohexyl-2-(1-methyl-allyloxy)-benzamide 
• 138572-72-2 5-chloro-3-cyclohexyl-2-(2'-oxo-1'-methylpropoxy)-N-(1-azabicyclo<2.2.2>oct-3-yl)benzamide 
• 176088-67-8 N-(1-azabicyclo[2.2.2]oct-3-yl)-2-methylbenzamide 
• 123040-69-7 azasetron 
• 141762-13-2 4-Benzyl-6-chloro-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-aza-bicyclo[2.2.2]oct-3-yl)-amide 
• 142843-11-6 3-<2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetamido>quinuclidine 
• 141762-14-3 6-Chloro-3-oxo-4-phenethyl-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-aza-bicyclo[2.2.2]oct-3-yl)-amide 
• 143396-49-0 {(S)-1-[(S)-1-{(1S,2R)-3-[(1-Aza-bicyclo[2.2.2]oct-3-ylcarbamoyl)-methylsulfanyl]-1-cyclohexylmethyl-2-hydroxy-propylcarbamoyl}-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 176088-63-4 (RS)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2-ethyl-3-methylbenzamide 

Relevant articles and documents

A hydrochloric acid palonosetron production method

The invention belongs to the field of organic synthesis, and particularly relates to a production method of high-purity and high-yield palonosetron hydrochloride. Chiral compounds, namely, (S)-(-)-1,2,3,4-tetrahedro-naphthoic acid and S-3-aminoquinuclidine, are taken as raw materials, and an intermediate is obtained; the intermediate has a reduction reaction in the presence of NaBH4 and BF3*CH3OH, a product is added to a hydrochloric acid aqueous solution for a reflux reaction after the reaction, and a transparent oily substance is obtained through extraction after the reflux reaction; toluene is added to the substance, a toluene solution of triphosgene is dropwise added again at the temperature ranging from 10 DEG C to 15 DEG C, white solids are separated out, a reaction is performed under the condition of heating reflux, and the toluene solution of the triphosgene is dropwise added again under the reflux condition; then a system is cooled to the temperature ranging from 10 DEG C to 15 DEG C, BF3*CH3OH is added, the system is added to water and the hydrochloric acid aqueous solution at the reflux temperature after addition, then a reflux reaction is performed at the heating reflux temperature, and then a crude product is obtained through washing, extraction and crystallization; the crude product is dissolved in acetone, repeated crystallization is performed after dissolution, and the refined palonosetron hydrochloride is obtained. Steps are simple and convenient, reaction conditions are mild, and the production method is easy to operate and suitable for industrial production.

PREPARATION OF CRYSTALLINE PALONOSETRON HYDROCHLORIDE

Processes for the preparation of palonosetron hydrochloride and its crystalline forms.

Synthesis of 2'-arylazabicyclo-3-spiro-4'(5')-imidazolines

A method is described for the synthesis of a series of 2'-aryl-3-azabicyclospiro-4'(5')-imidazolines via the reaction of azabicyclic 1,2-diamines with aryl imidate salts. Competing reactions in the synthesis of the diamines such as the reduction of amino nitriles with LiAlH4 lead to some anomalous products. In the Pinner synthesis, unstable pyridine-type imidates were stabilized as their N-oxide derivatives.