HCID 178488673, compound → HCID 14010200, compound

HRID 653654Notes

Reaction equation

HRID 653654 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][C:11]1[CH:12]=[C:13]([C:19]2[CH:24]=[CH:23][NH:22][C:21](=[O:25])[N:20]=2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]>CO.[Ni]>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][C:11]1[CH:12]=[C:13]([CH:19]2[CH2:24][CH2:23][NH:22][C:21](=[O:25])[NH:20]2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]

Participants

4

Reactant 1

HCID 178488673HCID 178488673, compound

Product 1

HCID 14010200HCID 14010200, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The pyrimidinone of Example 67 (0.32 g, 0.96 mmol) is dissolved in 15 ml of methanol, treated with Raney Nickel and hydrogenated under 40 psi for 8 hours at room temperature. The mixture is filtered through Celite and the catalyst washed several times with methanol. The organics are concentrated in vacuo and the crude residue triturated from ether to provide 20 mg (58%) of the product as a crystalline solid.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. washthe catalyst washed several times with methanol
  3. concentrationThe organics are concentrated in vacuo
  4. customthe crude residue triturated from ether

Sources & evidence

ORD record
ord-55affe9cccf24002a64f19a06f40d7aa
Source dataset
uspto-grants-1992_07
Patent number
US05128358

Reaction notes

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