HCID 86694012, compound → HCID 86694014, compound

HRID 330986Notes

Reaction equation

HRID 330986 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][CH2:22][C:23]1[C:31]2[CH:30]3[CH2:32][CH:27]([CH2:28][CH2:29]3)[C:26]=2[N:25]([CH3:33])[N:24]=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][CH2:22][C:23]1[C:31]2[CH:30]3[CH2:32][CH:27]([CH2:28][CH2:29]3)[C:26]=2[N:25]([CH3:33])[N:24]=1)=[O:19]

Participants

4

Reactant 1

HCID 86694012HCID 86694012, compound

Product 1

HCID 86694014HCID 86694014, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N-[(1-methyl-4,5,6,7-tetrahydro-1H-4,7-methanoindazol-3-yl)methoxy]-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 150 (0.34 g, 0.75 mmol) and Pd/C (0.12 g) in methanol (15 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to give 151 (0.27 g, quantitative yield) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-7c5a6e3b8c1a48a19dd2018769f360e2
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

Loading…