HCID 67176075, compound → HCID 44633451, compound

HRID 1027489Notes

Reaction equation

HRID 1027489 reaction equation
[C:1]1([C:7]([C:9]2[N:10]=[C:11]([O:25][CH2:26][CH2:27][CH3:28])[C:12]3[N:17]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=4)[O:15][C:13]=3[N:14]=2)=[CH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:1]1([CH:7]([C:9]2[N:10]=[C:11]([O:25][CH2:26][CH2:27][CH3:28])[C:12]3[N:17]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=4)[O:15][C:13]=3[N:14]=2)[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 67176075HCID 67176075, compound

Product 1

HCID 44633451HCID 44633451, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The 5-(1-phenyl-vinyl)-7-propoxy-2-(3-methyl-phenyl)-oxazolo[5,4-d]pyrimidine obtained in step (a) was dissolved in 20 ml of methanol. 10% palladium on charcoal was added and the mixture was hydrogenated under a hydrogen pressure of about 1 bar. After 5 h the catalyst was filtered off and the solvents were removed in vacuo. Preparative HPLC (method HPLC2) of the residue yielded 125 mg of the title compound.

Workup

  1. filtrationAfter 5 h the catalyst was filtered off
  2. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-55416c7c2b084b119d9f84624e7585e8
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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