4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3-carbamoyl-5-methylnitrobenzene → HCID 18542802, compound

HRID 1268220Notes

Reaction equation

HRID 1268220 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[C:20]([CH3:21])=[CH:19][C:18]([N+:22]([O-])=O)=[CH:17][C:16]=2[C:25](=[O:27])[NH2:26])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[C:20]([CH3:21])=[CH:19][C:18]([NH2:22])=[CH:17][C:16]=2[C:25](=[O:27])[NH2:26])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 185427554-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3-carbamoyl-5-methylnitrobenzene

Product 1

HCID 18542802HCID 18542802, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-carbamoyl-5-methylnitrobenzene (3.9 g) in methanol (100 ml) was added palladium on carbon (0.5 g) and the mixture was stirred under a hydrogen atmosphere at room temperature for 1.5 hours. The reaction mixture was filtered and the filtrate concentrated in vacuo to give the desired compound (3.5 g, yield 97%) as a dark green amorphous solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-b8418b21e5c0405280bc7678c739a07b
Source dataset
uspto-grants-2003_04
Patent number
US06555556B1

Reaction notes

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