HCID 57961335, compound → HCID 57600155, compound

HRID 1787832Notes

Reaction equation

HRID 1787832 reaction equation
[O:1]=[C:2]1[N:10]2[C:11]([CH2:14][CH2:15][NH:16]C(=O)OCC3C=CC=CC=3)=[N:12][N:13]=[C:9]2[N:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:7]2[N:6]=[CH:5][NH:4][C:3]1=2>CO.[Pd]>[NH2:16][CH2:15][CH2:14][C:11]1[N:10]2[C:2](=[O:1])[C:3]3[NH:4][CH:5]=[N:6][C:7]=3[N:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:9]2=[N:13][N:12]=1

Participants

4

Reactant 1

HCID 57961335HCID 57961335, compound

Product 1

HCID 57600155HCID 57600155, compoundYield 92.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl [2-(5-oxo-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-3-yl)ethyl]carbamate (0.52 g, 1.2 mmol) in methanol (50 mL) was added 10% Pd/C (100 mg). The reaction mixture was shaken in a hydrogenation reactor under 50 Psi H2 for 3 hours. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated to give the desired product (320 mg, 90% yield). LCMS calculated for C13H20N7O (M+H): 290.2; found: 290.1.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-fa626a7c0a53495abf1710c96a707653
Source dataset
uspto-grants-2009_03
Patent number
US07511050B2

Reaction notes

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