HCID 68610220, compound → HCID 68272183, compound

HRID 515373Notes

Reaction equation

HRID 515373 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)[N:8]=[CH:7]2)([O-])=O.[H][H]>[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)[N:8]=[CH:7]2

Participants

5

Reactant 2

HCID 68610220HCID 68610220, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68272183HCID 68272183, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 4-(5-nitro-1H-indazol-1-yl)piperidine-1-carboxylate (6.78 mmol, 2.35 g) and 10% palladium on carbon (0.136 mmol, 0.144 g) were combined and stirred in ethanol (50 mL) under 5 bar hydrogen for 1 hour. The reaction mixture was filtered and the filtrate concentrated under vacuum to afford the title compound (2.1 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-4c59e53afa734b48b00aa95fb734548f
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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