HCID 86607769, compound → HCID 55300255, compound

HRID 854281Notes

Reaction equation

HRID 854281 reaction equation
[CH3:1][C@@H:2]1[C:8](=[O:9])[NH:7][CH2:6][C@H:5]([CH3:10])[CH2:4][N:3]1C(OCC1C=CC=CC=1)=O>C(O)C.[Pd]>[CH3:1][C@H:2]1[NH:3][CH2:4][C@@H:5]([CH3:10])[CH2:6][NH:7][C:8]1=[O:9]

Participants

4

Reactant 1

HCID 86607769HCID 86607769, compound

Product 1

HCID 55300255HCID 55300255, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of benzyl (2R,6S)-hexahydro-2,6-dimethyl-3-oxo-1H-1,4-diazepine-1-carboxylate (220 mg, 0.8 mmol) in ethanol (10 mL) was stirred at room temperature overnight under a hydrogen balloon, using Pd/C (30 mg) as catalyst. The catalyst was filtered over Celite and washed with 10% methanol in dichloromethane. The solvent was removed to yield (3R,6R)-hexahydro-3,6-dimethyl-2H-1,4-diazepin-2-one as white crystalline solid. MS (M+1): 143.1

Workup

  1. filtrationThe catalyst was filtered over Celite
  2. washwashed with 10% methanol in dichloromethane
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-ee4a5221c6064017894640da27ebef2a
Source dataset
uspto-grants-2007_08
Patent number
US07259160B2

Reaction notes

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