HCID 86693983, compound → HCID 86693985, compound

HRID 2400665Notes

Reaction equation

HRID 2400665 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][O:21][C@H:22]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23]1)=[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][O:21][C@H:22]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23]1)=[O:19]

Participants

4

Reactant 1

HCID 86693983HCID 86693983, compound

Product 1

HCID 86693985HCID 86693985, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N-{[(3S)-1-methylpyrrolidin-3-yl]oxy}-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 110 (0.26 g, 0.69 mmol) and Pd/C (0.50 g) in methanol (25 mL) was hydrogenated at 20 psi at room temperature for 2 hours. The mixture was filtered through a Celite pad and concentrated to provide 111 (0.20 g) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-d6f9fcad33c64e75b02682f73d4917be
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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