Tert-butyl 1-(4-nitrophenyl)-[4,4-bipiperidine]-1-carboxylate → HCID 59178880, compound

HRID 1947675Notes

Reaction equation

HRID 1947675 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH:16]3[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CCO.CCOC(C)=O>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH:16]3[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:20][CH2:21]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 59178892Tert-butyl 1-(4-nitrophenyl)-[4,4-bipiperidine]-1-carboxylate

Product 1

HCID 59178880HCID 59178880, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A suspension of the product of Example 12.29, Step 1 above (640 mg; 1.643 mmol) in an EtOH/EtOAc mixture (15 mL; 1:2 vol. ratio) was hydrogenated (35 psi) in the presence 10% Pd/C catalyst (150 mg) for 1 hr. The mixture was filtered through Celite and evaporated to afford the title compound as a gray solid.

Workup

  1. customfor 1 hr
  2. filtrationThe mixture was filtered through Celite
  3. customevaporated

Sources & evidence

ORD record
ord-3dc3b3d7da1e4f84ba346de728539234
Source dataset
uspto-grants-2013_03
Patent number
US08399485B2

Reaction notes

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