Methanol → HCID 69063910, compound

HRID 1785444Notes

Reaction equation

HRID 1785444 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH:18]C(OCC2C=CC=CC=2)=O)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].C1CC=CCC=1.CO>[Pd].C(O)C>[C:1]([O:5][C:6](=[O:29])[NH:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH2:18])=[CH:12][CH:11]=1)[CH3:9])([CH3:3])([CH3:2])[CH3:4]

Participants

6

Reactant 3

HCID 887MethanolHCID 123431,4-CyclohexadieneHCID 69064969HCID 69064969, compound

Product 1

HCID 69063910HCID 69063910, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of {1-[4-(2-benzyloxycarbonylamino-ethyl)-phenyl]-ethyl}carbamic acid tert-butyl ester (0.80 g, 2.0 mmol), 1,4-cyclohexadiene (0.96 mL, 10 mmol) and palladium on carbon (100 mg) in ethanol (20 mL)-methanol (5 mL) was heated to reflux for 2 h and brought to room temperature. The mixture was filtered through celite and concentrated to afford a white solid. M+1=265.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 h
  3. custombrought to room temperature
  4. filtrationThe mixture was filtered through celite
  5. concentrationconcentrated
  6. customto afford a white solid

Sources & evidence

ORD record
ord-1aecb3e8b14b42bcb46ebaf03ae1008f
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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