HCID 86694084, compound → HCID 86694086, compound

HRID 2400744Notes

Reaction equation

HRID 2400744 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][NH:21][C:22]([CH:24]1[CH2:26][C:25]1([F:28])[F:27])=[O:23])=[O:19])C1C=CC=CC=1>CO.[Pd]>[F:28][C:25]1([F:27])[CH2:26][CH:24]1[C:22]([NH:21][NH:20][C:18]([C@@H:13]1[CH2:12][CH2:11][C@@H:10]2[CH2:17][N:14]1[C:15](=[O:16])[N:9]2[OH:8])=[O:19])=[O:23]

Participants

4

Reactant 1

HCID 86694084HCID 86694084, compound

Product 1

HCID 86694086HCID 86694086, compoundYield 135.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N′-[(2,2-difluorocyclopropyl)carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 268 (0.36 g, 0.90 mmol) and Pd/C (0.15 g) in methanol (20 mL) was hydrogenated at 1 atm at room temperature overnight. The mixture was filtered through Celite pad and concentrated to provide 269 (0.37 g, quant. yield) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-9e39a8996bbc43b6bbf448e641191962
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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