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

HRID 1092172Notes

Reaction equation

HRID 1092172 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-03c8b548a1234f85a316adb1aa154ce6
Source dataset
uspto-grants-2012_03
Patent number
US08129391B2

Reaction notes

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