HCID 178498315, compound → HCID 12178619, compound

HRID 2351267Notes

Reaction equation

HRID 2351267 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([C:12]([O:14][CH3:15])=[O:13])[N:3]=1>CO.[Pd]>[O:1]=[C:2]1[NH:3][CH:4]([C:12]([O:14][CH3:15])=[O:13])[CH2:5][CH:6]([C:8]([O:10][CH3:11])=[O:9])[NH:7]1

Participants

4

Reactant 1

HCID 178498315HCID 178498315, compound

Product 1

HCID 12178619HCID 12178619, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dimethyl 2-hydroxypyrimidine-4,6-dicarboxylate (1.42 g. 6.7 mmol) was dissolved in methanol (300 ml) and hydrogenated over 10% Pd/C catalyst. The reaction mixture was filtered and the methanol removed under reduced pressure. The crude product was recrystalized from methanol/ether to yield (4R*, 6R*)-dimethyl 2-oxo-hexahydropyrimidine-4,6-dicarboxylate (1.27 g, 88%) as colourless needles m.p. 178°-179°.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe methanol removed under reduced pressure
  3. customThe crude product was recrystalized from methanol/ether

Sources & evidence

ORD record
ord-614db5c3c32d4fa7be81239de045bb41
Source dataset
uspto-grants-1989_10
Patent number
US04873228

Reaction notes

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