HCID 118222064, compound → 3-Azabicyclo[5.1.0]octan-5-ol

HRID 1754285Notes

Reaction equation

HRID 1754285 reaction equation
[OH:1][CH:2]1[CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH:6]2[CH:4]([CH2:5]2)[CH2:3]1>CO.[Pd]>[CH:4]12[CH2:5][CH:6]1[CH2:7][NH:8][CH2:9][CH:2]([OH:1])[CH2:3]2

Participants

4

Reactant 1

HCID 118222064HCID 118222064, compound

Product 1

HCID 1182220633-Azabicyclo[5.1.0]octan-5-olYield 69.11%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of benzyl 3-hydroxy-5-azabicyclo[5.1.0]octane-5-carboxylate (110.00 mg, 420.94 umol, 1.00 Eq) in MeOH (10 mL) was added Pd—C under N2. The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 at 25° C. for 4 hr. TLC showed the starting material was consumed completely. The reaction mixture was filtered and the filter was concentrated to give 5-azabicyclo[5.1.0]octan-3-ol (37.00 mg, 290.93 umol, 69.11% yield) as colorless oil.

Workup

  1. customThe suspension was degassed under vacuum
  2. custompurged with H2 several times
  3. customwas consumed completely
  4. filtrationThe reaction mixture was filtered
  5. concentrationthe filter was concentrated

Sources & evidence

ORD record
ord-bcb1fa9392d947dbb1cbc3f93c0e9fa1
Source dataset
uspto-grants-2015_10
Patent number
US09169212B2

Reaction notes

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