HCID 86600962, compound → HCID 86600961, compound

HRID 2074981Notes

Reaction equation

HRID 2074981 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]([CH3:32])[NH:11][C:12]([C@H:14]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:15][N:16]([O:19]CC3C=CC=CC=3)[CH:17]=[O:18])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1>CCO.[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]([CH3:32])[NH:11][C:12]([C@H:14]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:15][N:16]([OH:19])[CH:17]=[O:18])=[O:13])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 1

HCID 86600962HCID 86600962, compound

Product 1

HCID 86600961HCID 86600961, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-[(R)-2-(N′-Benzo[1,3]dioxol-5-yl-methyl-hydrazinocarbonyl)-heptyl]-N-benzyloxy-formamide (0.221 g, 0.501 mmol) in EtOH (10 mL) was added 10% Pd/C (50 mg). The mixture was subjected to hydrogenation for 5 h at room temperature. The mixture was filtered through Celite. The filtrate was evaporated and purified by HPLC to afford the title compound (0.10 g, 57%) in a white solid. MH+352.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customThe filtrate was evaporated
  3. custompurified by HPLC

Sources & evidence

ORD record
ord-eaa218e6b0154e74b0d7e73df689dfa3
Source dataset
uspto-grants-2011_04
Patent number
US07919528B2

Reaction notes

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