HCID 66589972, compound → 1-(Propan-2-yl)-1,4-diazepane

HRID 16902Notes

Reaction equation

HRID 16902 reaction equation
[CH3:1][CH:2]([N:4]1[CH2:10][CH2:9][CH2:8][N:7](C(OCC2C=CC=CC=2)=O)[CH2:6][CH2:5]1)[CH3:3]>C(O)C.[Pd]>[CH3:1][CH:2]([N:4]1[CH2:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[CH3:3]

Participants

4

Reactant 1

HCID 66589972HCID 66589972, compound

Product 1

HCID 122365131-(Propan-2-yl)-1,4-diazepaneYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Benzyl 4-propan-2-yl-1,4-diazepane-1-carboxylate (3.00 g, 10.85 mmol) and palladium, 10% on carbon (0.289 g, 2.71 mmol) in ethanol (54.3 ml) were stirred under an atmosphere of hydrogen at atmospheric pressure and ambient temperature for 18 h. The reaction mixture was filtered through celite, washing with ethanol, methanol and dichloromethane and the filtrate concentrated under reduced pressure to afford 1-propan-2-yl-1,4-diazepane (1.54 g, 100%) as a yellow liquid. This was used directly with no further purification.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashing with ethanol, methanol and dichloromethane
  3. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-16cc1598887340b59846e9e50f591fff
Source dataset
uspto-grants-2010_06
Patent number
US07737149B2

Reaction notes

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