HCID 58530129, compound → HCID 58530021, compound

HRID 451307Notes

Reaction equation

HRID 451307 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][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)=[O:19])C1C=CC=CC=1>[Pd].CO>[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][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)=[O:19]

Participants

4

Reactant 1

HCID 58530129HCID 58530129, compound

Product 1

HCID 58530021HCID 58530021, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (13.2 mg; 10% Pd/C) was added to a solution of (2S,5R)-6-(benzyloxy)-7-oxo-N-pyridin-4-yl-1,6-diazabicyclo[3.2.1]octane-2-carboxamide (52.7 mg, 0.15 mmol; combined product of two runs) in methanol (1.5 mL) and the resulting mixture was stirred under hydrogen (balloon) for 5 hours. TLC and HPLC analysis showed a small amount of starting material remaining. Additional catalyst (5.6 mg) was added and the resulting mixture was stirred under hydrogen (balloon) for an additional 1 hour. The reaction mixture was filtered through a microfilter and the filtrate was concentrated under vacuum to afford the title compound as a colorless oil.

Workup

  1. stirringthe resulting mixture was stirred under hydrogen (balloon) for an additional 1 hour
  2. filtrationThe reaction mixture was filtered through a microfilter
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-3aedfeb1557c483a8994b4324ab6182c
Source dataset
uspto-grants-2013_07
Patent number
US08487093B2

Reaction notes

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