HCID 67007739, compound → HCID 67007812, compound

HRID 1946600Notes

Reaction equation

HRID 1946600 reaction equation
C([N:8]1[CH2:13][C@H:12]2[CH2:14][C@@H:9]1[CH2:10][N:11]2[C:15]1[CH:25]=[CH:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:16]=1)C1C=CC=CC=1>CO.C(O)=O.[Pd]>[CH:19]([OH:21])=[O:20].[C@@H:12]12[CH2:14][C@@H:9]([NH:8][CH2:13]1)[CH2:10][N:11]2[C:15]1[CH:16]=[CH:17][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:24][CH:25]=1

Participants

5

Reactant 1

HCID 67007739HCID 67007739, compound

Product 1

HCID 67007812HCID 67007812, compoundYield 216.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 284Formic AcidSolventHCID 887MethanolSolvent

Procedure

Title compound 207 (0.32 g, 0.878 mmol) and Pd/C (0.093 g, 0.088 mmol) were combined in methanol (16.73 mL) and formic acid (0.836 mL). The reaction mixture was stirred at reflux for 2 h. The mixture was filtered and concentrated to afford title compound 208 (0.278 g, 99%) as a clear oil. LRMS: (calc) 246.14 (found) 247.3 (MH)+.

Workup

  1. temperatureat reflux for 2 h
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b1372d1abd4245819741d30358300307
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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