HCID 19876771, compound → HCID 19876764, compound

HRID 1886011Notes

Reaction equation

HRID 1886011 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[C:7]#[C:8][CH2:9][CH2:10][OH:11]>C(O)C.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][CH2:8][CH2:9][CH2:10][OH:11]

Participants

4

Reactant 1

HCID 19876771HCID 19876771, compound

Product 1

HCID 19876764HCID 19876764, compoundYield 85.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

4-(2-Pyrimidinyl)-3-butynol (1.5 g) in ethanol (40 ml) was added to pre-reduced 10% palladium on charcoal (50% aqueous paste) in ethanol (60 ml) and hydrogenated at room temperature and atmospheric pressure. The catalyst was removed by filtration through hyflo and the solvent evaporated in vacuo. The residual oil was purified by FCC. Elution with System C (19:1) and (9:1) gave the title compound as a pale yellow oil (1.32 g)

Workup

  1. customThe catalyst was removed by filtration through hyflo
  2. customthe solvent evaporated in vacuo
  3. customThe residual oil was purified by FCC
  4. washElution with System C (19:1) and (9:1)

Sources & evidence

ORD record
ord-1d5286cdfd2841c29128112fa4c63b42
Source dataset
uspto-grants-1992_09
Patent number
US05149698

Reaction notes

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