(+/-)trans-1-Benzoyl-3,4-diazidopiperidine → HCID 69853211, compound
Reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][C@@H:12]([N:15]=[N+]=[N-])[C@H:11]([N:18]=[N+]=[N-])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[C:1]([N:9]1[CH2:14][CH2:13][C@@H:12]([NH2:15])[C@H:11]([NH2:18])[CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of the diazide (D26) (450 mg, 1.7 mmol) in ethanol (30 ml) was treated with Lindlar catalyst (5%Pd/CaCO3, 250 mg) and stirred under hydrogen (1 atm) for 24 hour. The mixture was filtered and solvent removed in vacuo to afford the title compound as oil, 350 mg (94%).
Workup
- filtrationThe mixture was filtered
- customsolvent removed in vacuo
Sources & evidence
- ORD record
- ord-158ddaf707b140c6a3d9b9fedf5f30af
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05616750
Reaction notes
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