(+/-)trans-1-Benzoyl-3,4-diazidopiperidine → HCID 69853211, compound

HRID 52677Notes

Reaction equation

HRID 52677 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]=1

Participants

4

Reactant 1

HCID 86750632(+/-)trans-1-Benzoyl-3,4-diazidopiperidine

Product 1

HCID 69853211HCID 69853211, compound

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 702EthanolSolvent

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

  1. filtrationThe mixture was filtered
  2. 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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