HCID 131724353, compound → HCID 10246184, compound

HRID 2121905Notes

Reaction equation

HRID 2121905 reaction equation
[N:1]([C@@H:4]([CH3:26])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][C@H:16]([O:19][CH2:20][CH2:21][NH:22][C:23](=[O:25])[CH3:24])[CH2:15][C:13]3=2)[CH:8]=[N:7]1)=[N+]=[N-]>CO.[Pd]>[NH2:1][C@@H:4]([CH3:26])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][C@H:16]([O:19][CH2:20][CH2:21][NH:22][C:23](=[O:25])[CH3:24])[CH2:15][C:13]3=2)[CH:8]=[N:7]1

Participants

4

Reactant 1

HCID 131724353HCID 131724353, compound

Product 1

HCID 10246184HCID 10246184, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the product from step E (0.20 g, 0.56 mmol) and palladium-on-carbon (10%, 0.02 g) in methanol (20 mL) was placed under an atmosphere of hydrogen and stirred overnight. The mixture was filtered, evaporated, and treated with 2 N HCl in ethanol. Evaporation of this solution to dryness to give an amorphous solid (0.18 g, 80%): LCMS (+ESI) m/z 333 (M+H).

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. additiontreated with 2 N HCl in ethanol
  4. customEvaporation of this solution to dryness

Sources & evidence

ORD record
ord-454d335339e7465d8b57794a2347149b
Source dataset
uspto-grants-2004_02
Patent number
US06696476B2

Reaction notes

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