HCID 86694003, compound → HCID 86694004, compound

HRID 330978Notes

Reaction equation

HRID 330978 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][N:26]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:25][C:24]2[N:35]([CH3:38])[N:36]=[CH:37][C:23]1=2)=[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][N:26]([C:28]([O:30][C:31]([CH3:33])([CH3:34])[CH3:32])=[O:29])[CH2:25][C:24]2[N:35]([CH3:38])[N:36]=[CH:37][C:23]1=2)=[O:19]

Participants

4

Reactant 1

HCID 86694003HCID 86694003, compound

Product 1

HCID 86694004HCID 86694004, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 4-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridine-6-carboxylate 138 (0.42 g, 0.80 mmol) and Pd/C (0.13 g) in methanol (20 mL) was hydrogenated at one atm. at room temperature for 13 h. The mixture was filtered through Celite pad and concentrated to give a residue which was subjected to chromatography to provide 139 (0.33 g, 94%) as a white solid.

Workup

  1. filtrationThe mixture was filtered through Celite pad
  2. concentrationconcentrated
  3. customto give a residue which

Sources & evidence

ORD record
ord-0c50f4a3656e4da0a9169cca9bf3761f
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

Loading…