Basic information Safety Supplier Related

Quinuclidine-4-carboxylic acid hydrochloride

Basic information Safety Supplier Related

Quinuclidine-4-carboxylic acid hydrochloride Basic information

Product Name:
Quinuclidine-4-carboxylic acid hydrochloride
Synonyms:
  • Quinuclidine-4-carboxylic acid hydrochloride
  • Quinuclidine-4-carboxylic...
  • 1-aza-bicyclo[2.2.2]octane-4-carboxylic acid hcl
  • 1-azabicyclo[2.2.2]octane-4-carboxylic acid hydrochloride
  • Umeclidinium Bromide Impurity 7 HCl
  • 1-Azabicyclo[2.2.2]octane-4-carboxylic acid, hydrochloride (1:1)
CAS:
40117-63-3
MF:
C8H14ClNO2
MW:
191.65526
Mol File:
40117-63-3.mol
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Quinuclidine-4-carboxylic acid hydrochloride Chemical Properties

Melting point:
>360 °C(Solv: ethanol (64-17-5))
storage temp. 
Inert atmosphere,Room Temperature
Appearance
White to light yellow Solid
InChI
InChI=1S/C8H13NO2.ClH/c10-7(11)8-1-4-9(5-2-8)6-3-8;/h1-6H2,(H,10,11);1H
InChIKey
JTYXRFSULOZNPH-UHFFFAOYSA-N
SMILES
N12CCC(C(O)=O)(CC1)CC2.[H]Cl
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Quinuclidine-4-carboxylic acid hydrochloride Usage And Synthesis

Uses

4-Quinuclidinecarboxylic Acid Hydrochloride is a useful research chemical compound used in the of pleuromutilin derivatives as antimicrobials.

Synthesis

26458-78-6

40117-63-3

General procedure for the synthesis of 1-azabicyclo[2.2.2]octane-4-carboxylic acid hydrochloride from 4-cyanoquinuclidine: Quinuclidine-4-carbonitrile (4 g, 29.4 mmol) was dissolved in 30 mL of aqueous 6N hydrochloric acid and the reaction was stirred under refluxing conditions for 16 hours. Upon completion of the reaction, the reaction mixture was cooled and subsequently evaporated to dryness under reduced pressure. The resulting solid was ground with 20% ether-hexane mixture to give the final quinuclidine-4-carboxylic acid hydrochloride (5.5 g, quantitative yield).

References

[1] Patent: US2016/9706, 2016, A1. Location in patent: Paragraph 0193

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