HCID 86693950, compound → HCID 86693951, compound

HRID 330922Notes

Reaction equation

HRID 330922 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][CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][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][CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1)=[O:19]

Participants

4

Reactant 1

HCID 86693950HCID 86693950, compound

Product 1

HCID 86693951HCID 86693951, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N-[(1-methylpiperidin-4-yl)oxy]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 51 (0.065 g, 0.167 mmol) and Pd/C (0.060 g) in methanol (30 mL) was hydrogenated at 35 psi at room temperature for 2 h. The mixture was filtered through a Celite pad and concentrated to provide 52 (0.050 g, quantitative) as alight yellow solid.

Workup

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

Sources & evidence

ORD record
ord-4c123fcbdb76456fa7d03ae51c14881a
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

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