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

HRID 713145Notes

Reaction equation

HRID 713145 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-a60cd582506f4b708170d9928ac9a7a0
Source dataset
uspto-grants-2015_11
Patent number
US09181288B2

Reaction notes

Loading…