HCID 67078840, compound → HCID 18767732, compound

HRID 2105653Notes

Reaction equation

HRID 2105653 reaction equation
[O:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:9]2[N:8]=[C:7]([C:14]34[CH2:21][C:18]([CH:22]=[CH:23][C:24]([OH:26])=[O:25])([CH2:19][CH2:20]3)[CH2:17][CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:27])[N:3]1[CH2:28][CH2:29][CH3:30]>CO.[Pd]>[O:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:9]2[N:8]=[C:7]([C:14]34[CH2:21][C:18]([CH2:22][CH2:23][C:24]([OH:26])=[O:25])([CH2:19][CH2:20]3)[CH2:17][CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:27])[N:3]1[CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 1

HCID 67078840HCID 67078840, compound

Product 1

HCID 18767732HCID 18767732, compoundYield 81.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 3-[5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo-[3.2.1]oct-1-yl]-acrylic acid methyl ester (Example 12) (0.58 mmol, 0.25 g) and 10% Pd/C (50% H2O, 0.029 mmol, 0.062 g) in MeOH (20 ml) was hydrogenated at 40 psi overnight. The completed reaction was filtered through Celite, rinsing with MeOH. Evaporation provided the desired product (0.196 g, 79%) as an oil. MS (ES+) 431.18 (M+H)

Workup

  1. customwas hydrogenated at 40 psi overnight
  2. customThe completed reaction
  3. filtrationwas filtered through Celite
  4. washrinsing with MeOH
  5. customEvaporation

Sources & evidence

ORD record
ord-08a2d82326de430cb4cd112278a4bfab
Source dataset
uspto-grants-2009_08
Patent number
US07579354B2

Reaction notes

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