HCID 59410313, compound → HCID 59410309, compound

HRID 1174696Notes

Reaction equation

HRID 1174696 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH2:14][CH:9]1[CH2:10][N:11]2[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[OH-].[Pd+2].[OH-]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH2:14][CH:9]1[CH2:10][N:11]2[C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 59410313HCID 59410313, compound

Product 1

HCID 59410309HCID 59410309, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A suspension of 5-(4-nitrophenyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (450 mg) and palladium(II) hydroxide (20% on carbon; 0.15 g) in ethanol (30 ml) was vigorously stirred under a hydrogen atmosphere (atmospheric pressure) for 3 hours. The catalyst was then removed by filtration, and the filtrate was concentrated. The product with the molecular weight of 289.38 (C16H23N3O2); MS (ESI): 290 (M+H+) was obtained in this way.

Workup

  1. customThe catalyst was then removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customMS (ESI): 290 (M+H+) was obtained in this way

Sources & evidence

ORD record
ord-6c0f9c1617ad429c9c06932344734384
Source dataset
uspto-grants-2010_11
Patent number
US07838547B2

Reaction notes

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