HCID 53820543, compound → HCID 9885062, compound

HRID 2180015Notes

Reaction equation

HRID 2180015 reaction equation
[N:1]([CH:4]([C:21]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=1)[CH2:5][N:6]1[CH2:13][CH:12]2[CH2:14][CH:8]([CH2:9][N:10]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:11]2)[CH2:7]1)=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH:4]([C:21]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=1)[CH2:5][N:6]1[CH2:7][CH:8]2[CH2:14][CH:12]([CH2:11][N:10]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:9]2)[CH2:13]1

Participants

4

Reactant 1

HCID 53820543HCID 53820543, compound

Product 1

HCID 9885062HCID 9885062, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of iso-propyl 7-[2-azido-2-(4-cyanophenyl)ethyl]-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (vii) above; 7.51 g; 19.5 mmol) in aqueous ethanol (85%) was hydrogenated over 5% Pd/C at 1 atm until tlc indicated that the reaction was complete. The catalyst was removed by filtration through a pad of Celite®, and the filtrate concentrated under reduced pressure to give the title compound in 98% yield.

Workup

  1. customThe catalyst was removed by filtration through a pad of Celite®
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-148060a1fec048f6911b1d686d3dfbd1
Source dataset
uspto-grants-2005_05
Patent number
US06887881B1

Reaction notes

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