8-Azabicyclo[3.2.1]octane hydrochloride Chemical Properties

Melting point:

307-308 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

White to off-white Solid

InChI

InChI=1S/C7H13N.ClH/c1-2-6-4-5-7(3-1)8-6;/h6-8H,1-5H2;1H

InChIKey

VAINBTSWOOHLOV-UHFFFAOYSA-N

SMILES

C12NC(CC1)CCC2.[H]Cl

Safety Information

HS Code 

2904200090

8-Azabicyclo[3.2.1]octane hydrochloride Usage And Synthesis

Synthesis

Example 126 Preparation of 3-{4-[3-(8-azabicyclo[3.2.1]oct-8-yl)propoxy]phenyl}-2-methyl-4(3H)-quinazolinone: (1) Synthesis of 8-azabicyclo[3.2.1]octane hydrochloride: scopoletane (11.0 mL, 7.44 mmol) was dissolved in toluene (10 mL), chlorinated ethyl carbonate (2.2 mL, 23 mmol) was added slowly, and the reaction mixture was stirred for 24 hours at 80 °C. After completion of the reaction, distilled water was added to the mixture and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting oily residue was dissolved in concentrated hydrochloric acid (10 mL) and heated at 100 °C with stirring for 2 hours. At the end of the reaction, the solvent was removed by distillation under reduced pressure, toluene was added to the residue and distilled again under reduced pressure to give the target product 8-azabicyclo[3.2.1]octane hydrochloride (820 mg, 72% yield) as a colorless solid.

References

[1] Patent: US2005/182045, 2005, A1. Location in patent: Page/Page column 53
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 15, p. 3861 - 3864
[3] Journal of the American Chemical Society, 1996, vol. 118, # 44, p. 10819 - 10823