HCID 68611887, compound → HCID 86671003, compound

HRID 515383Notes

Reaction equation

HRID 515383 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1)[CH:8]=[CH:7]2)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1)[CH:8]=[CH:7]2

Participants

4

Reactant 1

HCID 68611887HCID 68611887, compound

Product 1

HCID 86671003HCID 86671003, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 4-(5-nitro-1H-indol-1-yl)piperidine-1-carboxylate (9.04 mmol, 3.123 g) and 10% palladium on carbon (0.452 mmol, 0.481 g) were combined and stirred under a hydrogen atmosphere at 5 bar at room temperature in ethanol (25 mL) for 1 hour. The reaction mixture was filtered and concentrated at reduced pressure to afford the title compound. (2.506 g). MS (ESI) m/z 316.1 [M+H]+

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-17bb9aaa46904495862c714b90a63407
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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