HCID 19848014, compound → 3-Amino-2-oxotetrahydropyrimidine-1(2H)-carboxamide

HRID 2351090Notes

Reaction equation

HRID 2351090 reaction equation
[O:1]=[C:2]1[N:7]([NH:8]C(OCC2C=CC=CC=2)=O)[CH2:6][CH2:5][CH2:4][N:3]1[C:19]([NH2:21])=[O:20]>CN(C)C=O.[Pd]>[NH2:8][N:7]1[CH2:6][CH2:5][CH2:4][N:3]([C:19]([NH2:21])=[O:20])[C:2]1=[O:1]

Participants

4

Reactant 1

HCID 19848014HCID 19848014, compound

Product 1

HCID 198480103-Amino-2-oxotetrahydropyrimidine-1(2H)-carboxamideYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

Tetrahydro-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1(2H)-pyrimidinecarboxamide (37.45 g. 128.1 mmol), dissolved in 650 ml N,N-dimethylformamide, was hydrogenated over 15 g palladium on activated carbon for 2 hours. The catalyst was removed by filtration and the solvent evaporated in vacuo. Trituration with ether furnished 20.1 g of the desired product, melting point 153°-156° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-bc8133fd49fe42ce949cb88088a785b0
Source dataset
uspto-grants-1989_10
Patent number
US04871841

Reaction notes

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