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

HRID 1911475Notes

Reaction equation

HRID 1911475 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-30838718f8cb4cf3ab8312b44d0aa1b9
Source dataset
uspto-grants-2013_12
Patent number
US08604022B2

Reaction notes

Loading…