HCID 67079115, compound → HCID 18767668, compound

HRID 480131Notes

Reaction equation

HRID 480131 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[CH2:22][C:18]([CH:23]=[CH:24][C:25]([OH:27])=[O:26])([CH2:19][CH2:20][CH2:21]3)[CH2:17][CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:28])[N:3]1[CH2:29][CH2:30][CH3:31]>C1COCC1.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[CH2:22][C:18]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])([CH2:19][CH2:20][CH2:21]3)[CH2:17][CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:28])[N:3]1[CH2:29][CH2:30][CH3:31]

Participants

4

Reactant 1

HCID 67079115HCID 67079115, compound

Product 1

HCID 18767668HCID 18767668, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

3-[5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[3.3.1]non-1-yl]-acrylic acid (150 mg) was hydrogenated in the presence of 10% Pd/C in THF:MeOH (2:1, 5 ml) @ 60 psi overnight. Catalyst was filtered through celite and the solvent was concentrated. Solid was purified by crystallizing from ether Yield 105 mg. Mass (ES+ 431)

Workup

  1. custom60 psi overnight
  2. filtrationCatalyst was filtered through celite
  3. concentrationthe solvent was concentrated
  4. customSolid was purified
  5. customby crystallizing from ether Yield 105 mg

Sources & evidence

ORD record
ord-319c709190ce44e2b018ec35a742ea7d
Source dataset
uspto-grants-2003_11
Patent number
US06649600B1

Reaction notes

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