HCID 89765579, compound → HCID 89765397, compound

HRID 1053448Notes

Reaction equation

HRID 1053448 reaction equation
C([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([NH:20][N:21]([CH3:23])[CH3:22])=[O:19])C1C=CC=CC=1>CO.[Pd]>[OH:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([NH:20][N:21]([CH3:23])[CH3:22])=[O:19]

Participants

4

Reactant 1

HCID 89765579HCID 89765579, compound

Product 1

HCID 89765397HCID 89765397, compoundYield 95.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N′,N′-dimethyl-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 232 (0.25 g, 0.78 mmol) and Pd/C (0.30 g) in methanol (80 mL) was hydrogenated at 1 atm at room temperature for 1 h. The mixture was filtered through Celite pad and concentrated to provide 233 (0.17 g) as a white foam which was used in the next step without purification.

Workup

  1. filtrationThe mixture was filtered through Celite pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-0434593828004361a4b131d682343de3
Source dataset
uspto-grants-2016_07
Patent number
US09393239B2

Reaction notes

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