HCID 23209946, compound → HCID 23209856, compound

HRID 2395059Notes

Reaction equation

HRID 2395059 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]#[C:8][C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:11][CH:10]=2)[C:4](=[O:22])[NH:3][CH:2]=1>CCOC(C)=O.[Pd]>[N:1]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15][C:16]([CH3:19])([CH3:17])[CH3:18])=[O:14])=[CH:11][CH:10]=2)[C:4](=[O:22])[NH:3][CH:2]=1

Participants

4

Reactant 1

HCID 23209946HCID 23209946, compound

Product 1

HCID 23209856HCID 23209856, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl 4-[2-(pyrimidin-4(3 H)-one-5-yl)ethynyl]benzoate (0.59 g, 2.0 mmol) was dissolved in EtOAc (20 ml) and treated with palladium-on-carbon (0.30 g, 10%]. The reaction was placed under a hydrogen atmosphere and stirred overnight at ambient temperature. The reaction was filtered and evaporated to give tert-butyl 4-[2-(pyrimidin-4(3 H)-on-5-yl)ethyl]benzoate which was used without further purification (0.6 g, quantitative).

Workup

  1. filtrationThe reaction was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-2beae83dc01e4a1ba78d67eb0f1c1341
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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