HCID 86603578, compound → HCID 11162908, compound

HRID 1374886Notes

Reaction equation

HRID 1374886 reaction equation
[CH2:1]([C:8]1[O:12][C:11]([C@H:13]([CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:14][N:15]([O:18]CC2C=CC=CC=2)[CH:16]=[O:17])=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd]>[CH2:1]([C:8]1[O:12][C:11]([C@H:13]([CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:14][N:15]([OH:18])[CH:16]=[O:17])=[N:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86603578HCID 86603578, compound

Product 1

HCID 11162908HCID 11162908, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture consisting of N-[(R)-2-(5-benzyl-[1,3,4]oxadiazol-2-yl)-heptyl]-N-benzyloxy formamide (108 mg crude) with 10% palladium on carbon was stirred under an atmosphere of hydrogen for 5.5 h. The mixture was filtered and solvent removed in vacuo. Purification by preparative HPLC provided the title compound (30 mg, 38% for two steps). Mass spectrum ES+: 318 [M+H]+

Workup

  1. filtrationThe mixture was filtered
  2. customsolvent removed in vacuo
  3. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-b022e8a78dce4294a83b38476f9bd5e7
Source dataset
uspto-grants-2007_01
Patent number
US07166624B2

Reaction notes

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